- N-alkylation of indole compounds in modified Wittig-Horner reaction
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N-Ethyl-3-styrylindoles are prepared under modified Wittig-Horner reaction conditions. Copyright Taylor & Francis Group, LLC.
- Singh, Anil K.,Asefa, Abera
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- Adjustment of charge trap number and depth in molecular backbone to achieve tunable multilevel data storage performance
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A series of conjugated donor-acceptor (D-A) molecules with the electron-rich unit triphenylamine (TPA) as donor and azobenzene chromophore and/or cyano group as acceptors were successfully synthesized. Acceptors varying in number and electron-withdrawing
- Miao, Shifeng,Zhu, Yongxiang,Zhuang, Hao,Xu, Xiaoping,Li, Hua,Sun, Ru,Li, Najun,Ji, Shunjun,Lu, Jianmei
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- Self-assembly and luminescence of oligo(p-phenylene vinylene) amphiphiles
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We have synthesized a series of amphiphilic molecules consisting of oligo(phenylene vinylene) (OPV) asymmetrically end-substituted with a hydrophilic poly(ethylene glycol) (PEG) segment and a hydrophobic alkyl chain. This amphiphilic structure induces sel
- Hulvat, James F.,Sofos, Marina,Tajima, Keisuke,Stupp, Samuel I.
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- Fluorine-induced J-aggregation enhances emissive properties of a new NLO push-pull chromophore
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A new fluorinated push-pull chromophore with good second-order NLO properties even in concentrated solution shows solid state intermolecular aryl-fluoroaryl interactions leading to J-aggregates with intense solid state luminescence. This journal is the Pa
- Botta, Chiara,Cariati, Elena,Cavallo, Gabriella,Dichiarante, Valentina,Forni, Alessandra,Metrangolo, Pierangelo,Pilati, Tullio,Resnati, Giuseppe,Righetto, Stefania,Terraneo, Giancarlo,Tordin, Elisa
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- Supramolecular metallacycles with a 'pseudo double-paracyclophane' structure based on flexible π-conjugated linkers
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The straightforward synthesis of new supramolecular metallacycles having a 'pseudo double-paracyclophane' structure is presented. They are obtained from the reaction of a pre-assembled Cu(i) bimetallic precursor bearing short intermetallic distances with
- Shen,El Sayed Moussa,Yao,Lescop
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Read Online
- A new insight into the push-pull effect of substituents via the stilbene-like model compounds
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In this paper, authors report on 1-pyridyl-2-arylethenes, 1-furyl-2-arylethylenes, 1,2-diphenylpropylenes and substituted cinnamyl anilines as stilbene-like model compounds to investigate the factors dominating the push-pull effect of substituents via usi
- Cao, Chaotun,Cao, Chenzhong,Zeng, Zhao
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- Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups
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Thirty six 1-pyridyl-2-arylethenes XCH=CHArY (abbreviated XAEY) were synthesized, in which, X is 2-pyridyl, 3-pyridyl and 4-pyridyl and Y is OMe, Me, H, Br, Cl, F, CF3, and CN. Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelengths of absorption maximum λmax were recorded. Also, the 234 λmax values of 1-substituted phenyl-2-arylethylene compounds (XAEY, where X is substituted phenyl) were collected. The excited-state substituent constants (Formula presented.) of three pyridyl groups and 23 substituted phenyl groups (total of 26) were obtained by means of curve-fitting method. Taking the λmax values of 358 samples of bi-arylethene derivatives as a data set and 126 samples of bi-aryl Schiff bases (including nine compounds synthesized by this work) as another data set, quantitative correlation analyses were performed by employing the obtained (Formula presented.) as a parameter, and good results were obtained for the two data sets. The reliability of the obtained (Formula presented.) values was verified. The results of this paper can provide excited-state substituent constants for the study and application of optical properties of conjugated organic compounds containing aryl groups.
- Cao, Chao-Tun,Yan, Lu,Cao, Chenzhong
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- White light emission in water through admixtures of donor-π-acceptor siblings: Experiment and simulation
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Donor-acceptor π-conjugated molecules with triphenylamine donor and different acceptor (H, cyano, and pyridinium) units with a double bond spacer were synthesized. These compounds exhibit bathochromic shifts in absorption and emission with an increase in the acceptor strength. Solvatochromic measurements in water reveal emitting states characterized by a polar nature with three distinct emission spectral regions from blue to red. Interestingly, binary mixtures of the stilbenes in acetonitrile and water gave white light emission. MD simulations of the admixtures reveal that the emission data directly correlate to the structural arrangements of the molecules driven by intermolecular and solvent interactions with micelle-like structural arrangements for one set and uniform homogenous mixing for the other two sets. Such a tunable emission strategy using simple structural siblings could offer great potential towards designing novel emitting systems.
- Kumari, Beena,Singh, Amit,Jana, Palash,Radhakrishna, Mithun,Kanvah, Sriram
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p. 11701 - 11709
(2019/07/31)
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- OPTICAL DATA COMMUNICATION SYSTEM COMPRISING PARA-PHENYLENEVINYLENES AND SPECIFIC PARA-PHENYLENEVINYLENES
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An optical data communication system comprising para-phenylenevinylenes, a receiver for an optical data communication system comprising para-phenylenevinylenes, a transmitter for an optical data communication system comprising para-phenylenevinylenes, the use of para- phenylenevinylenes in an optical data communication system, specific para-phenylenevinylenes and their preparation.
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Page/Page column 51; 52
(2020/01/08)
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- Tunable photophysical properties of thiophene based chromophores: A conjoined experimental and theoretical investigation
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In this paper we report the synthesis and photophysical properties of six novel thiophene derivatives (ThD) with D-π-A structure. The subject of this work is three nitrophenyls (1) BT-Th-NO2 and three benzonitriles (2) BT-Th-CN, substituted at
- Popczyk, Anna,Cheret, Yohan,Grabarz, Anna,Hanczyc, Piotr,Fita, Piotr,El-Ghayoury, Abdelkrim,Sznitko, Lech,Mysliwiec, Jaroslaw,Sahraoui, Bouchta
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supporting information
p. 6728 - 6736
(2019/05/04)
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- Substituent Dependent Optical Properties of p-phenyl Substituted ethenyl-E-thiophenes
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Various electron donor and acceptor substituted (NO2, CN, Cl, H, OCH3, NH2) p-phenyl ethenyl-E- thiophenes (1–6) were synthesized and substituent dependent optical properties (dipole moment, transition dipole moment, oscillator strength, optical band gap, hyperpolarizability) were studied using Solvatochromism and Density functional theory. It is shown that thiophene acts as a weak electron donor in presence of an electron withdrawing p-phenyl substituent (NO2, CN, Cl), whereas thiophene acts as a weak electron acceptor in presence of an electron donating p-phenyl substituent (OCH3, NH2). In comparison to ethenyl thiophene 4, the HOMO-LUMO energy band gap is decreased upon increasing the electron donating or electron withdrawing capacity of p-phenyl substituent. From the excited state dipole moment calculation, it is shown that the excited state is highly dipolar for nitro and amino compounds 1 and 6, whereas compounds 2–5 show a non-polar excited state. As compared to the ethenyl thiophene 4, the first hyperpolarizability (β) increases upon substitution either with a strong electron withdrawing or strong electron donating p-phenyl substituent. A large β value is found for p-nitro phenyl ethenyl-E-thiophene and p-amino phenyl ethenyl-E- thiophene. Overall, these studies provide useful information in understanding the optical properties of phenyl and heterocyclic based ethenyl systems.
- Kumar, Naresh,Paramasivam, Mahalingavelar,Kumar, Jagdeep,Gusain, Anamika,Hota, Prasanta Kumar
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p. 1207 - 1216
(2018/09/10)
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- Alcohol-based Michaelis-Arbuzov reaction: An efficient and environmentally-benign method for C-P(O) bond formation
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The famous Michaelis-Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis-Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis-Arbuzov reaction that can provide an efficient and environmentally-benign method to address the problems of the known Michaelis-Arbuzov reactions. That is, a wide range of alcohols can readily react with phosphites, phosphonites, and phosphinites to give all the three kinds of phosphoryl compounds (phosphonates, phosphinates, and phosphine oxides) using an n-Bu4NI-catalyzed efficient C-P(O) bond formation reaction. This general method can also be easily scaled up and used for further synthetic transformations in one pot.
- Ma, Xiantao,Xu, Qing,Li, Huan,Su, Chenliang,Yu, Lei,Zhang, Xu,Cao, Hongen,Han, Li-Biao
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supporting information
p. 3408 - 3413
(2018/08/06)
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- Synthetic method for alkyl group phosphorous acid diester compounds or alkyl group phosphinic acid ester compounds
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The invention discloses a synthetic method for alkyl group phosphorous acid diester compounds or alkyl group phosphinic acid ester compounds. According to the synthetic method, alcohols which are cheap, easy to get, wide in source, stable and low in toxicity serve as alkylating reagents, iodine salt which is cheap and easy to get serves as catalysts, no solvent is needed, and the alkyl group phosphorous acid diester compounds can be selectively directly obtained after a reaction. The reaction method is simple, the condition is mild, no organic solvent is needed and operation is simple. According to the method, the requirements for reaction conditions are low, various types of alcohols such as a benzyl group type, an allyl type and a fat type can be utilized as the alkylate reagents to implement the synthesis of different types of substituted alkyl group phosphorous acid diester, and the method can be further expanded to the synthesis of the alkyl group phosphinic acid ester compounds through the reaction between the substituted phosphonous acid diester and the alcohols.
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Paragraph 0034; 0035; 0036; 0037
(2017/04/26)
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- Influence of the methyl group at C=C bridging bond of stilbene on the longest wavelength maximum in ultraviolet absorption spectra
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The compounds stilbenes XArCH=CHArY(XSBY) and 1,2-diphenylpropylenes XArC(Me)=CHArY(XSMBY) have bridging groups CH=CH and C(CH3)=CH, respectively, in which the C(CH3)=CH has a side-group CH3 at the carbon-carbon double bond. A series of XSMBY were synthesized, and their longest wavelength maximum λmax (nm) in ultraviolet absorption spectra were measured in this work. We investigated the change regularity of the νmax (cm-1, νmax?=?1/λmax) of XSMBY and compared it with that of XSBY. The results indicate that (1) there is no good linear relationship between the νmax of XSMBY and that of XSBY. (2) Because of the influence of the side-group CH3, in case of the same couple of groups X and Y, the λmax of XSMBY is shorter than that of XSBY, that is, it has a blue shift. (3) The cross-interaction between the side-group CH3 and Y has an important effect on the νmax of XSMBY, while the cross-interaction between the side-group CH3 and X has a little effect on the νmax and can be ignored. (4) The specific cross-interaction between X and Y has important effect on the νmax of XSMBY, whereas it has no important effect on the νmax of XSBY.
- Zhang, Yanxiu,Cao, Chao-Tun,Zhang, Jingyuan,Cao, Chenzhong
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supporting information
(2017/09/30)
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- Liquid-crystal styrylacrylic deriv., its manufacturing method, and conductive liquid crystal material excellent solubility in organic semiconductor element
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PROBLEM TO BE SOLVED: To provide a liquid crystalline styryl derivative having an excellent electroconductivity and excellent solubility in organic solvents such as hexane, and a method for producing the same, an electroconductive liquid crystalline material using the liquid crystalline styryl derivative and an organic semiconductor element.SOLUTION: This liquid crystalline styryl derivative is characterized by being shown by general formula (1). (In the formula, Rrepresents an alkyl group, and n denotes an integer of 0-2). Furthermore, n in formula (1) denoting 1-2 and Rrepresenting a 4-18C alkyl group are especially preferable.
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Paragraph 0077; 0083
(2018/10/10)
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- Arylmethyl phosphonate preparation method
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The invention provides an arylmethyl phosphonate preparation method. The method includes the following steps that arylmethyl ester, triethyl phosphate and a catalyst are sequentially added into a reactor and reacted for 5-8 h at the temperature of 100-200 DEG C after full stirring, and after excessive triethyl phosphate is distilled off through decompression, the mixture continues to be reacted for 3-7 h at the temperature of 100-200 DEG C; then, the mixture is cooled to the room temperature, a product is extracted through a mixed solvent, and arylmethyl phosphonate is obtained after the mixed solvent is removed. The catalyst is one or more of tetramethyl ammonium bromide, tetraethylammonium bromide, tetrabutyl ammonium bromide, benzyltrimethyl ammonium bromide, cetyl trimethyl ammonium bromide, cetyltrimethyl ammonium chloride, ammonium chloride, sodium iodide and potassium iodide. Arylmethyl phosphonate is synthesized through a one-step method, other solvents are not added, operation is easy, and the product yield is high and can be 85.3% at maximum.
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Paragraph 0044; 0045
(2017/01/02)
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- CARRIER FLUID COMPOUNDS AND DYE COMPOUNDS FOR ELECTROWETTING APPARATUS
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Electrowetting apparatus including at least one compound selected from the group consisting of: wherein each of R1, R2, R3 and R4 is independently an alkyl group. In examples a fluid includes a dye compound selected from:
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- NITROGENOUS HETEROCYCLIC DERIVATIVES AND THEIR APPLICATION IN DRUGS
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The present invention relates to the field of medicine, provided herein are novel nitrogenous heterocyclic compounds, their preparation methods and their uses as drugs, especially for treatment and prevention of tissue fibrosis. Also provided herein are pharmaceutically acceptable compositions comprising the nitrogenous heterocyclic compounds and the uses of the compositions in the treatment of human or animal tissue fibrosis, especially for human or animal renal interstitial fibrosis, glomerular sclerosis, liver fibrosis, pulmonary fibrosis, IPF, peritoneal fibrosis, myocardial fibrosis, dermatofibrosis, postsurgical adhesion, benign prostatic hyperplasia, skeletal muscle fibrosis, scleroderma, multiple sclerosis, pancreatic fibrosis, cirrhosis, myosarcoma, neurofibroma, pulmonary interstitial fibrosis, diabetic nephropathy, alzheimer disease or vascular fibrosis.
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Paragraph 00198
(2015/07/07)
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- Selective photoisomerization of methyl substituted nitro diphenylbutadienes
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A series of p-nitro substituted trans-diphenylbutadienes is synthesized and their photophysical and photochemical properties are investigated. All the dienes have a very low quantum yield of fluorescence but exhibit remarkable solvatochromic emission shifts attributed to twisted intramolecular charge transfer. Photochemical irradiation of simple p-nitro substituted diphenylbutadienes reveals inefficient or no detectable photoisomerization. However, substituting a methyl group on the butadiene chain of p-nitro substituted diphenylbutadiene or replacing the nitro group with cyano group yields the corresponding trans-cis isomers. In the case of simple nitrodienes, strong intramolecular charge transfer character in the excited state aids dissipation of absorbed energy through non-photochemical and non-radiative channels. The steric effect caused by the presence of methyl group lowers the isomerization barrier in methyl substituted dienes leading to a regioselective isomerization.
- Agnihotri, Harsha,Palakollu, Veerabhadra,Kanvah, Sriram
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- Copper-catalyzed synthesis of alkylphosphonates from H-phosphonates and N-tosylhydrazones
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A new catalytic system for the alkylation of H-phosphonates and diphenylphosphine oxide with N-tosylhydrazones has been developed. In the presence of copper(I) iodide and base, H-phosphonates react with N-tosylhydrazones to afford the corresponding coupled alkylphosphonates in good to excellent yields without any ligands. Alkylphosphonates can also be prepared in a one-pot process directly from carbonyl compounds without the isolation of tosylhydrazone intermediates.
- Miao, Wenjun,Gao, Yuzhen,Li, Xueqin,Gao, Yuxing,Tang, Guo,Zhao, Yufen
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p. 2659 - 2664
(2013/01/15)
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- Synthesis, UV/vis spectra and electrochemical characterisation of arylthio and styryl substituted ferrocenes
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Two series of substituted ferrocenes were synthesised using either the Horner-Wadswor th-Emmons reaction or monolithiation of ferrocene. The series consist of arylthio- and styryl-ferrocenes with different substituents in the para position of the aryl rings of the systems. The electronic communication was investigated by comparing the substituent effects in absorption spectroscopy and in cyclic voltammetry. A small substituent effect was found in the electronic transitions of the styryl substituted ferrocenes. The oxidation of the ferrocene derivatives showed clear substituent effects as illustrated by the linear Hammett plots. The effect was shown to be an order of magnitude larger in the arylthio-systems than in the styryl systems. It is suggested that the reason behind the large effect is a direct sulfur-iron orbital overlap. Versita Sp. z o.o.
- Sorensen, Thomas J.,Nielsen, Merete F.
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experimental part
p. 610 - 618
(2012/04/10)
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- Photoresponsive soft materials: Synthesis and photophysical studies of a stilbene-based diblock copolymer
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An amphiphilic diblock copolymer composed of a photoresponsive dialkoxycyanostilbene polymethacrylate and poly(ethylene oxide) (PDACS-b-PEO) was synthesized and its photophysical and aggregation properties were investigated. The amphiphilic nature of the polymer caused it to self-assemble in water, and dynamic light scattering studies indicated formation of spherical aggregates with an average size of 160 nm. Atomic force microscopy images of dried films cast from solutions containing the polymer aggregates revealed supramolecular aggregates with a spherical morphology. Photoisomerization of the stilbene chromophore in PDACS-b-PEO on UV irradiation resulted in the destruction of the self-assembled superstructures which could be attributed both to change in shape of the chromophore from the linear trans isomer to the bent cis isomer which would hinder self-aggregation of the molecules and the higher dipole moment of the cis isomer leading to a reduction of the hydrophobic nature of the stilbene containing block of PDACS-b-PEO. It was observed that hydrophobic dyes such as curcumin could be encapsulated within the hydrophobic interior of the spherical micellar aggregates from which the encapsulated dye could be released on UV irradiation.
- Menon, Sajith,Thekkayil, Remyamol,Varghese, Shinto,Das, Suresh
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experimental part
p. 5063 - 5073
(2012/06/01)
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- Synthesis of α-arylphosphonates using copper-catalyzed α-arylation and deacylative α-arylation of β-ketophosphonates
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Efficient methods for the direct arylation and deacylative arylation of β-ketophosphonates with iodoarenes in presence of a copper(I) or a copper(II) salt as the catalysts have been developed. The corresponding α-arylphosphonates were obtained in high yields. A tentative mechanism for the deacylative arylation reaction was proposed on the basis of the experimental data. Copyright
- Rout, Laxmidhar,Regati, Sridhar,Zhao, Cong-Gui
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experimental part
p. 3340 - 3346
(2012/01/17)
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- Coordination-driven hierarchical organization of π-conjugated systems: From molecular to supramolecular π-stacked assemblies
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The reaction of U-shaped, bimetallic, CuI complexes, assembled from a heteroditopic pincer, with cyano-capped π-conjugated linkers gives a straightforward access to πstacked metallocyclophanes in good yields. In these assemblies, the π-walls ha
- Yao, Yishan,Shen, Wenting,Nohra, Brigitte,Lescop, Christophe,Reau, Regis
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experimental part
p. 7143 - 7163
(2010/09/05)
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- Rh-catalyzed Negishi alkyl-aryl cross-coupling leading to α- or β-phosphoryl-substituted alkylarenes
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The catalytic cross-coupling between ArZnX and ICH2(CH 2)nP(O)(OEt)2 (n = 0-3) has been investigated to determine the utility of the Rh catalyst during the alkyl-aryl cross-coupling and to develop a new syntheti
- Takahashi, Hideki,Inagaki, Shinya,Yoshii, Naoko,Gao, Fuxing,Nishihara, Yasushi,Takagi, Kentaro
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supporting information; experimental part
p. 2794 - 2797
(2009/09/08)
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- NEW SULFONAMIDE DERIVATIVES AS BRADYKININ ANTAGONISTS
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The present invention relates to new sulfonamide derivatives of formula (I), wherein R1 -R5 and Z are as defined in the claims, and optical antipodes or racemates and/or salts and/or hydrates and/or solvates thereof, which are selective antagonists of bradykinin B1, to processes for producing these compounds, pharmacological compositions containing them and to their use in therapy or prevention of painful and inflammatory conditions.
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Page/Page column 25-26
(2008/12/05)
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- NEW PHENANTHRIDINE DERIVATIVES AS BRADYKININ ANTAGONISTS
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The present invention relates to new phenanthridine derivatives of formula (I) wherein R1 is hydrogen atom or C1-C4 alkyl group; R2 is selected from (1) hydrogen atom; with the proviso that R1 and Rs
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Page/Page column 24
(2008/06/13)
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- Sequential multiphoton absorption enhancement induced by zinc complexation in functionalized distyrylbenzene analogs
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Functionalized distyrylbenzene analogs 2 and 3, bearing a tris-(2-pyridylmethyl)amine-based receptor for Zn2+, were synthesized by a Horner-Emmons-Wittig coupling reaction. It has been found that Zn 2+ complexation induces changes in
- Fabbrini, Graziano,Ricco, Raffaele,Menna, Enzo,Maggini, Michele,Amendola, Vincenzo,Garbin, Mattia,Villano, Massimo,Meneghetti, Moreno
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p. 616 - 621
(2008/03/13)
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- Discovery of a piperidine-4-carboxamide CCR5 antagonist (TAK-220) with highly potent anti-HIV-1 activity
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We incorporated various polar groups into previously described piperidine-4-carboxamide CCR5 antagonists to improve their metabolic stability in human hepatic microsomes. Introducing a carbamoyl group into the phenyl ring of the 4-benzylpiperidine moiety
- Imamura, Shinichi,Ichikawa, Takashi,Nishikawa, Youichi,Kanzaki, Naoyuki,Takashima, Katsunori,Niwa, Shinichi,Iizawa, Yuji,Baba, Masanori,Sugihara, Yoshihiro
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p. 2784 - 2793
(2007/10/03)
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- Novel oxa-di-π-methane and Norrish type I reactions in the S2 (π,π*) excited state of a series of β,γ-unsaturated ketones
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(Chemical Equation Presented) β,γ-Unsaturated methyl ketones with electron-withdrawing groups at the γ-position of the ene moiety undergo ODPM rearrangements and Norrish type I reactions on direct irradiation at 254 nm. The results are consistent with the
- Armesto, Diego,Ortiz, Maria J.,Agarrabeitia, Antonia R.,Martin-Fontecha, Mar
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p. 2687 - 2690
(2007/10/03)
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- Synthesis of a diverse series of phosphacoumarins with biological activity
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(Chemical Equation Presented) We have developed a general and efficient approach to a diverse series of phosphacoumarins as analogues of coumarins with various biological activities, and the inhibitory activity of the synthesized phosphacoumarins against the enzyme SHP-1, a protein tyrosine phosphatases, was tested. Some of them showed moderate to good efficiency.
- Li, Xueshu,Zhang, Dongwei,Pang, Hai,Shen, Feng,Fu, Hua,Jiang, Yuyang,Zhao, Yufen
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p. 4919 - 4922
(2007/10/03)
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- OLIGO(P-PHENYLENE VINYLENE) AMPHIPHILES AND METHODS FOR SELF-ASSEMBLY
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Amphiphilic oligo(p-phenylene vinylene) compounds and methods of use en route to self-assembled composites and device fabrication.
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Page/Page column 9
(2008/06/13)
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- Synthesis, self-assembly, and characterization of supramolecular polymers from electroactive dendron rodcoil molecules
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We report here the synthesis and self-assembly of a series of three molecules with dendron rodcoil architecture that contain conjugated segments of oligo(thiophene), oligo(phenylene-vinylene), and oligo(phenylene). Despite their structural differences, all three molecules yield similar self-assembled structures. Electron and atomic force microscopy reveals the self-assembly of the molecules into high aspect ratio ribbon-like nanostructures which at low concentrations induce gelation in nonpolar solvent. Self-assembly results in a blue-shifted absorption spectrum and a red-shifted, quenched fluorescence spectrum, indicating aggregation of the conjugated segments within the ribbon-like structures. The assembly of these molecules into one-dimensional nanostructures is a route to π-π stacked supramolecular polymers for organic electronic functions. In the oligo(thiophene) derivative, self-assembly leads to a 3 orders of magnitude increase in the conductivity of iodine-doped films due to self-assembly. We also found that electric field alignment of these supramolecular assemblies can be used to create arrays of self-assembled nanowires on a device substrate.
- Messmore, Benjamin W.,Hulvat, James F.,Sone, Eli D.,Stupp, Samuel I.
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p. 14452 - 14458
(2007/10/03)
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- Observation of a non-conventional Horner-Wadsworth-Emmons olefination product and the effect of the lateral ethyl substitution on the solid state fluorescence
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Donor-acceptor-substituted diphenylbutadienes, namely 1-(p-methoxyphenyl)- 4-(p-cyanophenyl)buta-1E, 3E-diene (MCB) and 1-(p-N,N-dimethylaminophenyl)-4-(p- cyanophenyl)buta-1E,3,E-diene (ACB) exhibit fluorescence properties in their solid that are distinctly different from their fluorescence in solution. The red-shifted absorption and emission spectra observed in the solid state are attributed to the formation of J aggregates. Preparation of these derivatives via a Horner-Wadsworth-Emmons reaction, wherein the phosphonate obtained by treating p-cyanobenzyl bromide with triethyl phosphite was condensed with corresponding cinnamaldehydes, also yielded the non-conventional olefination products 1-(p-methoxyphenyl)-4-(p-cyanophenyl)-4-(ethyl)buta-1E,3E-diene (MCBE) and 1-(p-N, N-dimethylaminophenyl)-4-(p-cyanophenyl)-4-(ethyl)buta-1E,3E-diene (ACBE), which bear an ethyl group substituent on their butadiene chain. The formation of these products suggests a base-catalyzed 1,3-migration of an ethyl group from an oxygen center to the benzylic position in the initially formed phosphonate. The presence of the ethyl group in an otherwise planar molecule was observed to significantly hinder aggregation in the solid state, resulting in molecule-like fluorescence even in their bulk state.
- Davis, Riju,Abraham, Shibu,Rath, Nigam P.,Das, Suresh
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p. 1368 - 1372
(2007/10/03)
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- Trypanocidal activity of conformationally restricted pentamidine congeners
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A series of conformationally restricted congeners of pentamidine in which the flexible pentyl bridge of pentamidine was replaced by trans-1,2-bismethylenecyclopropyl, phenyl, pyridinyl, piperazinyl, homopiperazinyl, and piperidinyl groups were synthesized
- Donkor, Isaac O.,Huang, Tien L.,Tao, Bin,Rattendi, Donna,Lane, Schennella,Vargas, Marc,Goldberg, Burt,Bacchi, Cyrus
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p. 1041 - 1048
(2007/10/03)
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- Novel azo octupoles with large first hyperpolarizabilities
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Novel two-dimensional octupoles containing azo groups and their oligomers have been synthesized and their first hyperpolarizabilities were determined. The λmax and β(0) values of azo octupoles are nearly the same regardless of the nature of the
- Lee, Myung Ja,Piao, Mingjun,Jeong, Mi-Yun,Lee, Sang Hae,Kang, Kyung Min,Jeon, Seung-Joon,Lim, Tong Gun,Cho, Bong Rae
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p. 1030 - 1037
(2007/10/03)
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- PROCESS FOR PREPARATION OF BENZYLPIPERIDINE COMPOUNDS
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According to the process as shown in the following scheme having a step for reacting Compound (I) with Compound (II) to produce Compound (III), benzylpiperidine compounds useful as synthesis starting materials of pharmaceutical agents, agricultural chemicals and the like can be produced conveniently by a short step: wherein R1 is a hydrogen atom or an amino-protecting group, R2 is a hydrogen atom, a hydrocarbon group optionally having substituents, an alkoxy group optionally having substituents or a heterocyclic group optionally having substituents, and R3 is a lower alkyl group.
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Page/Page column 28-29
(2010/02/07)
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- Photophysical studies of substituted 1,2-diarylethenes: Twisted intramolecular charge transfer fluorescence in dimethoxycyano-substituted 1,2-diarylethene
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1,2-Diarylethenes, namely (E)-1-(4-cyanophenyl)-2-phenylethene (1), (E)-1-(4-methoxyphenyl)-2-phenylethene (2), (E)-1-(3,4-dimethoxyphenyl)-2-phenylethene (3), (E)-1-(4-cyanophenyl)-2-(4-methoxyphenyl)ethene (4) and (E)-1-(4-cyanophenyl)-2-(3,4-dimethoxyphenyl)ethene (5), have been synthesized and their absorption and fluorescence properties at room temperature in different organic solvents and also in 1,4-dioxane-water binary mixtures have been investigated. Additionally, the fluorescence of these compounds has been examined at 77 K in an ethanol-methanol (1:1 v/v) matrix. Photophysical parameters like absorption, excitation and fluorescence spectra, fluorescence quantum yields, excited state dipole moment changes, and correlation of solvatochromic fluorescence with solvent parameters like ET(30)-values and the π*-scale have been made. Compound 5, with one cyano and two methoxy substituents, has been found to exhibit solvent polarity-dependent dual fluorescence. The shorter wavelength fluorescence is attributed to an initially excited delocalized planar state, while the longer wavelength t fluorescence is attributed to a non-planar twisted intramolecular charge transfer excited state.
- Singh, Anil K.,Kanvah, Sriram
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p. 395 - 401
(2007/10/03)
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- Synthesis, structure and solvatochromism of the emission of cyano-substituted oligo(phenylenevinylene)s
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Strongly luminescent and highly soluble oligo(phenylenevinylene)s with five benzene rings and cyano groups in different positions of the terminal styrene units were prepared by means of Horner and Knoevenagel reactions. The substitution pattern - cyanide moieties on the vinyl or on the aromatic regions, together with the effect of auxochromic groups - has distinct influences on the electronic spectra, particularly on the fluorescence. Polar solvents induce red shifts and strongly reduce the fluorescence intensity of the vinyl-substituted oligomers. Cyano substitution increases the electron affinity of the oligomers; this effect is more pronounced for molecules with vinyl cyanides and can be altered by the presence of additional electron-donating or electron-withdrawing groups. The molecular structures of one oligomer bearing cyano groups on the vinylene segments and one with benzonitrile units have been resolved.
- Detert, Heiner,Schollmeyer, Dieter,Sugiono, Erli
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p. 2927 - 2938
(2007/10/03)
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- Synthesis and electronic spectra of substituted oligo(phenylenevinylene)s
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A series of substituted oligo(p-phenylenevinylene)s (OPVs) with five benzene rings was prepared via PO-activated olefinations and Knoevenagel condensations. The central ring is substituted with two octyloxy groups to ensure good solubility of the OPVs and the lateral styrene units carry further substituents, with either electron-accepting or donating character and also combinations thereof. The spectral features of these OPVs are dominated by the basic chromophore; further auxochrome groups on the lateral rings (meta and para positions) shift the absorption and emission spectra only slightly to longer wavelengths. Significant bathochromic shifts (absorption ca 20 nm, emission ca 40 nm) are observed for OPVs with cyano groups on the terminal vinylene segments. The absorption spectra are independent from the concentration and solvatochromism is very small. The OPVs are photochemically stable to near-UV irradiation (366 nm) in neutral solution, whereas mid-UV irradiation (254 nm) causes decomposition of the chromophore. The presence of traces of acids or amines leads to different photochemical pathways. Copyright
- Detert, Heiner,Sugiono, Erli
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p. 587 - 590
(2007/10/03)
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- Synthesis and anti-Pneumocystis carinii activity of piperidine-linked aromatic diimidazolines
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A series of novel piperidine-linked aromatic diimidazolines (3-7) have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii drug, Pentamidine. These compounds significantly inhibited the growth of Pneumocystis carinii in culture at 1 μg/mL.
- Huang, Tien L.,Zhang, Qian,White, Angele T.,Queener, Sherry F.,Bartlett, Marilyn S.,Smith, James W.,Donkor, Isaac O.
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p. 2087 - 2090
(2007/10/03)
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- Nucleophilic Substitution in Benzylic Phosphonamidothioic Chlorides: Influence of Substituents on the Elimination-Addition Pathway
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The elimination-addition pathway that competes with SN2(P) in the reaction of ArCH2P(S)(NMe2)CI with Et2NH is very sensitive to the acidity of the benzylic C - H bond (p 3.45).
- Harger, Martin J. P.,Hurman, Barbara T.
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p. 490 - 491
(2007/10/03)
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- Arylidene-1-azacycloalkanes and arylalkyl-1-azacyclo-alkanes, their salts, medicaments containing these compounds and their use, and processes for their preparation
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The invention relates to arylidene-1-azacycloalkanes and arylalkyl-1-azacycloalkanes of the general formula STR1 (wherein n, m, p, A, W1, W2, X, Y, and R1 to R11 are as defined in claim 1) and the isomers, isomer mixtures and salts thereof, which have useful properties, in particular an inhibitory effect on cholesterol biosynthesis.
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- Photoinduced Charge Separation in Rigid Bichromophoric Compounds and Charge Transfer State Electron Transfer Reactivity
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Bichromophoric compounds giving, after photoexcitation, a locally excited state (LE) rapidly followed by an intramolecular charge transfer (CT) state were designed using a Paddon-Row type synthesis.The electron-accepting end of the CT state is chosen in order to play the role of an electron relay versus external acceptors.In this way, electron transfer photosensitization is made available by using the CT state of bichromophores.The photophysics of the synthesized bichromophores is discussed, and the reductive dechlorination of polychlorinated benzenes is used as a test reaction.The bichromophoric sensitizer is unexpectedly found to be totally regenerated: the reaction is shown to be initiated by an electron transfer from the CT state to the chlorinated quencher.A rapidly breaking radical anion leads to the dechlorination, while the recombination of the sensitizer radical cation with the released chloride anion opens the way to the sensitizer recovery.
- Jiwan, J. L. Habib,Soumillion, J. Ph.
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p. 14223 - 14230
(2007/10/02)
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- Use of benzylphosphonic acid derivatives for the treatment of diseases caused by viruses
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The use of a compound of the formula I STR1 in which V is an alkyl group, fluorine, chlorine, bromine, or iodine, n is an integer from 1 to 5, W is an alkyl, alkenyl, alkynyl or alkoxy group, cyanide, nitro, carboxyl, hydrogen or a cycloalkyl, aryl, aralkyl or carboalkoxy group, R1 and R2 are an alkyl, alkenyl, alkynyl, cycloalkyl or halogenoalkyl group, sodium, potassium, calcium, magnesium, aluminum, lithium, ammonium, triethylammonium or hydrogen, R1 and R2 together form a cyclic diester, R3 and R4 are an alkyl, alkenyl, alkynyl, carboalkoxy, cycloalkyl or alkoxy group, hydrogen, fluorine, chlorine, bromine or iodine and X, Y and Z are oxygen or sulfur, for the treatment of diseases caused by DNA viruses or RNA viruses is described.
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- New Liquid Crystalline Compounds Based on 1,4-Diarylbuta-1,3-dienes
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The first group of fully characterised mesogenic (E,E)-1,4-diarylbuta-1,3-dienes, substituted in the para-position of one aryl ring by an alkoxy-group and in the para-position of the other aryl group by a cyano- or halogeno-group has been prepared by a Wadsworth-Emmons procedure; their physical properties of high birefringence and low viscosity in combination make them particularly suitable for use in liquid crystal display devices when mixed with known liquid crystalline materials.
- Brettle, Roger,Dunmur, David A.,Hindley, Nigel J.,Marson, Charles M.
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p. 410 - 411
(2007/10/02)
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- Diamino-1,3,5-triazinylstilbene compounds and process for preparing same
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Diamino-1,3-5-triazinylstilbene compounds of the formula STR1 in which R1 and R2 may be identical or different and represent each hydrogen or non chromophoric radicals selected from the group consisting of fluorine or chlorine atoms,
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- Monostyryl-naphthalene derivatives
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Compounds of the formula SPC1 Wherein R' is carboxy, lower carboalkoxy or lower carboalkoxy substituted by lower dialklamino or lower trialkylammonium and Ar is phenyl substituted by cyano, carboxy or lower carboalkoxy. These compounds show a characterize
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