- A NEW METHOD OF SYNTHESIS OF CONJUGATED SYSTEMS WITH TRIS(FLUOROMETHINE) CHAIN
-
The interaction of compounds having the active methylene group with perflouroallyliodide leads to the formation of conjugated systems with the tris(fluoromethine) chain.
- Pazenok, S. V.,Kovtyukh, I. P.,Yagupolskii, L. M.
-
-
Read Online
- Synthesis of spiropyran with methacrylate at the benzopyran moiety and control of the water repellency and cell adhesion of its polymer film
-
Stimuli-responsive materials have been actively researched over the past few decades. Among such materials, spiropyran is one of the most attractive compounds because the structure and polarity of the material are dramatically changed after photo irradiation, unlike other materials. In this work, we designed and synthesized a spiropyran derivative (SpMA) with a methacryloyl group on the nitrobenzene ring of a spiropyran skeleton. The UV spectra of the newly synthesized SpMA showed the photo-isomerization of spiropyran. The maximum absorption wavelength (λmax) of SpMA was 616 nm in n-hexane, a nonpolar solvent, although λmax of SpMA was 532 nm in methanol, a polar protic solvent, which resulted in an 84 nm blue-shift. SpMA was successfully polymerized by ruthenium (Ru)-catalyzed living radical polymerization. Poly(SpMA) (PSpMA) was then spin-coated on a PET substrate in order to control the surface properties of water repellency and cell adhesion. The water repellency was decreased approximately 10° under UV irradiation, because of the polarity change of PSpMA caused by photo-isomerization from the spiropyran (SP) type to the merocyanine (MC) type. In addition, NIH3T3 cells were spread only on 6% of the surface of the PSpMA thin film after UV irradiation compared with no UV irradiation. The polarity change of PSpMA by photo-isomerization is also believed to be the reason for this behavior. As a result, we successfully synthesized a photo-controllable cell culture scaffold.
- Ajiro, Hiroharu,Ando, Tsuyoshi,Murase, Nobuo
-
-
Read Online
- Crystal and solution structures of photochromic spirobenzothiopyran. First full characterization of the meta-stable colored species
-
Full elucidation for stable, colorless, and meta-stable colored structures of a new spirobenzothiopyran has been achieved both in the solid state and in a solution. 1′,3′,3′-Trimethyl-6-nitrospiro[(2H)-1-benzothiopyran-2, 2′-indoline] with an ester group as a substituent at the 8-position of 1-sp shows photochromism. The blue-green colored species resulted from UV irradiation (365 nm) in one minute and spontaneously bleaches within one minute in acetone and methanol at 27 °C. UV exposure (365 nm) of 1-sp in methanol for 3 h at room temperature results in the growth of deep blue needlelike single crystals of the open form of spirobenzothiopyran, photomerocyanine 1-pmc, whose structures in the solid state and in solution were obtained unambiguously. The X-ray structural analysis of 1-pmc revealed the molecular structure of the zwitterionic photomerocyanine with s-trans,s-trans conformation. 1-pmc is soluble to polar solvents and thermally returns to 1-sp. In the DMSO solution, 1-pmc is found to return slowly to 1-sp (1-pmc gave only 18% of 1-sp for 30 min at 22 °C). The detailed NMR studies in DMSO-d6 including COSY and NOE techniques as well as isotope labeling of the compound showed the structure with s-trans,s-cis conformation in a solution.
- Hirano, Masafumi,Osakada, Kohtaro,Nohira, Hiroyuki,Miyashita, Akira
-
-
Read Online
- Interaction studies between photochromic spiropyrans and transition metal cations: The curious case of copper
-
A series of four spiropyrans bearing different substituents on the indolic nitrogen were synthesized and their capability of binding mono and bivalent transition metal cations in solution was assessed via UV-visible absorption spectroscopy. All the compounds responded selectively to the presence of Cu(ii) ions producing intense absorption bands in the visible region of their spectra. Bidimensional 1H-NMR and MALDI-TOF MS spectroscopies revealed the formation of SP dimers mediated by Cu(ii). This is the first example of cross-coupling mediated by copper(ii) in mild conditions causing the symmetric dimerization of spiropyran dyes. The Royal Society of Chemistry 2012.
- Natali, Manuel,Giordani, Silvia
-
-
Read Online
- Structures of Lithium Salts of 2,3,3-Trimethylindolenine and Its 5-Methoxy Derivative in Solution and the Solid State
-
An X-ray crystal structure of lithium 2,3,3-trimethylindolenide etherate shows it to be a disolvated dimer having a η3-azaallyl-type structure.The structures of the salt in several solvents have been established by studies of 13C chemical shifts, 6Li, 15N spin-spin splitting, 7Li quadrupole splitting constants, and apparent degrees of aggregation determined by vapor pressure barometry.It is the η3-azaallyl dimer disolvate in diethyl ether, a tetrasolvated dimer in dioxolane, a mixture of monomer splitting constants of 230, 156, 180 - 190 (0.27 - 0.75 M), and 217 kHz, respectively.In diethyl ether with 4 equiv of hexamethylphosphoric triamide, the salt is a mixture of monomeric and triple ion species.Lithium 5-methoxy-2,3,3-trimethylindolenide forms similar species except that, in tetrahydrofuran, the tendency for dimer formation is enhanced, which leads to a higher proportion of C- to N-methylation in its reaction with methyl chloride in that solvent.
- Jackman, L. M.,Scarmoutzos, L. M.,Smith, B. D.,Williard, Paul G.
-
-
Read Online
- Unusual thermo(photo)chromic properties of some mononitro- and dinitro- substituted 3′-alkyl indolospirobenzopyrans This paper is dedicated to the memory of Dr Thomas G. Nevell.
-
Isomeric equilbria of dinitro-substituted indolospirobenzopyrans, possessing 3′-gem-methyl- or 3′-cyclohexyl-substitutents, have been investigated using 1H NMR spectroscopy at six temperatures, ranging from 298 K to 410 K; isomerisation processes in a methanolic solution have been monitored by spectrophotometry. For the mononitro-substituted compounds, equilibrium favoured the colourless spirocyclic isomers. Reversion of the coloured merocyanine isomers, generated by UV irradiation, followed first-order kinetics. For the dinitro-substituted compounds the coloured merocyanine isomers predominated. Following decolourisation by visible light photoirradiation, reversion towards the merocyanine structures were particularly slow, absorbances unusually increasing sigmoidally. UV. spectral observations for the gem-methyl- 1 and 3′-cyclohexyl-substituted systems 2 are qualitatively consistent with the simultaneous involvement of two relatively slow rate determining steps, possessing slowly forming and long-lived intermediates - postulated to be the oxygen protonated pyran-ring of the spirocyclic structure and TCC merocyanine isomer, the latter undergoing relatively slow isomerisation about the central β-alkenic bond to the TTC isomer.
- Abdullah, Ayse,Nevell, Thomas G.,Sammes, Peter G.,Roxburgh, Craig J.
-
-
Read Online
- Method for preparing indoline
-
The invention relates to a method for preparing indoline. The metho is characterized by comprising the following steps of: a, performing condensation and cyclization on phenylhydrazine hydrochloride or substituted phenylhydrazine hydrochloride and a methyl ketone compound in a solvent under a non-catalytic condition to generate C2-methylindole or a derivative thereof, and conducting cooling, salting-out, suction filtration and desolventizing successively; b, subjecting the condensation ring-closing product C2-methylindole or the derivative thereof to reacting with chloromethane under the conditions of pressurization, solvent presence and catalysis to generate corresponding quaternary ammonium salt or quaternary ammonium salt containing substituent groups; and c, dissolving the salt generated in the step b in water, then carrying out alkaline hydrolysis in a solvent and alkali liquor, and successively performing layering, desolvation and distillation to obtain a product, namely 1,3,3-trimethyl-2-methyleneindoline or a derivative thereof. The whole technological process is simple, the amount of three wastes is small, the cost is low, the yield is high, and the method is a green technology suitable for industrial amplification and outstanding in economic benefit.
- -
-
-
- Methylation synthesis method of N-heterocyclic compound
-
The invention relates to a methylation synthesis method of an N-heterocyclic compound, which is characterized by comprising the following steps of a, methylation reaction: sequentially adding an N-heterocyclic compound and dimethyl carbonate into a reaction kettle, carrying out gas replacement, heating, keeping the temperature and pressure, and reacting, wherein the reaction temperature is 80-250DEG C, and the pressure is 0.3-8.0 MPa, and b, rectification: after the reaction is completed, reducing the pressure, carrying out reduced pressure rectification on the reaction mother liquor to obtain a methylation product, and recovering dimethyl carbonate and byproduct methanol. The dimethyl carbonate reagent is used for synthesizing the N-methylation product under the pressurization condition,and compared with methyl iodide and dimethyl sulfate, dimethyl carbonate is low in toxicity and more environmentally friendly; the reaction conversion rate is high, the operation is simple, and the reaction cost is low. Meanwhile, the methylation reaction selectivity is extremely good, and the method is suitable for high-selectivity synthesis of series products such as 1-methyl-1H-indole, 1, 3, 3-trimethyl-2-methylene indoline and the like.
- -
-
Paragraph 0013
(2021/02/06)
-
- NOVEL SQUARYLIUM COMPOUNDS, AND COMPOSITIONS COMPRISING SAME
-
The present disclosure is disclosed herein. The present invention relates to a novel squarylium compound and a near infrared absorbing resin composition containing the squarylium compound.
- -
-
-
- Method for preparing indoline polymethin dye via one-pot method
-
The invention discloses a method for preparing an indoline polymethin dye via a one-pot method. The method comprises the following steps of: carrying out condensation and ring closing on phenylhydrazine or para-substituted phenylhydrazine hydrochloride and methyl isopropyl ketone in an alcohol solvent under the catalysis of sulfuric acid so as to generate 2,3,3-trimethylindole or a derivative thereof, adding alkali to carry out neutralization, and carrying out filtration to remove salt; adding an appropriate acid-binding agent in the filtrate, dropwise adding dimethyl sulfate to generate 1,3,3-trimethyl-2--methylene indoline or a derivative thereof; and directly adding 1-phenyl-3-methyl-4-formyl-5-pyrazolone, and carrying out acid catalysis and condensation to generate a target dye. The method has the advantages of being easy to operate, high in yield, low in cost and less in wastewater.
- -
-
-
- Novel Spiropyran Based Composition and Application Thereof as Security Tag
-
The present invention discloses the spiropyran compound of formula (I), process for preparation thereof and a composition comprising spiropyran compound of formula (I) on a support, wherein said support selected from polymers such as Poly (ethylene oxide), Polydimethylsiloxane (PDMS), Ethylene propylene diene monomer (EPDM).
- -
-
-
- Development and applications of a near-infrared dye-benzylguanine conjugate to specifically label SNAP-tagged proteins
-
Near-infrared (NIR) fluorescent probes are advantageous over visible ones, for they can avoid the interference from the short-wavelength background emission in biological systems. However, there are a very limited number of NIR probes that can specifically label target proteins in living cells. In this work, a series of long-wavelength dyes (N-NIR, S-NIR, and K-NIR) analogous to the novel Changsha NIR family are synthesized conveniently through a new approach that is different from the previously reported one. These three dyes have similar conjugation structures but exhibit tunable photophysical properties. N-NIR and S-NIR have large extinction coefficients over 100000, and high fluorescence quantum yields. Although NIR absorption and emission of K-NIR are inferior to the former two, it emits in a much longer wavelength region. And all the three dyes can easily pass through the cell membranes to obtain the high-resolution NIR fluorescence images. Furthermore, N-NIR is chosen as the NIR fluorophore to develop a protein-labeling reagent PYBG-D, since it demonstrates the highest fluorescence quantum yield of up to 0.4 (in methanol). PYBG-D is efficiently synthesized through Sonogashira coupling between bromo-substituted N-NIR and alkyne-substituted benzylguanine (PYBG). The conjugate PYBG-D proves to be a specific and efficient label for O6-alkylguanine-DNA alkyltransferase (SNAP-tag) that fused to target proteins in living cells, which contributes to high resolution NIR fluorescence images under a laser confocal microscope.
- Song, Xinbo,Bian, Hui,Wang, Chao,Hu, Mingyu,Li, Ning,Xiao, Yi
-
p. 8091 - 8101
(2017/10/13)
-
- A photosensitive color-changing material and its color-changing in the dress material application (by machine translation)
-
The present invention provides a novel structure containing Schiff base unit of spiral wicked qinqin kind of type I compounds, the compound is a photosensitive color-changing material of a small organic molecule. The invention also provides a synthetic method of containing the Schiff base unit piperazine compounds. The compounds of this invention can be used as a dye, to aldehyde fabric, is aldehyde fabric can be in the nature change color under the sunlight. (Type I). (by machine translation)
- -
-
Paragraph 0082; 0083; 0086
(2017/08/14)
-
- New quat. compd., resin composition and a near infrared ray cut-off filter
-
PROBLEM TO BE SOLVED: To provide a cyanine compound with less absorption in a visible range, particularly 400 nm-500 nm, and a near infrared ray cut filter (optical filter) for an image pickup device using the cyanine compound.SOLUTION: This invention provides a cyanine pigment compound represented by formula (1), a group A represents any substituent of methyl, ethyl, butoxyethyl, cyclohexylmethyl, or benzyl.
- -
-
Paragraph 0037; 0038
(2020/02/26)
-
- INDOLE-BASED COMPOUND, COLORANT COMPOSITION COMPRISING THE SAME AND RESIN COMPOSITION COMPRISING THE SAME
-
Disclosed in the present invention are a novel indole-based compound, a colorant composition comprising the same, and a resin composition comprising the same. Provided in an embodiment of the present invention is the compound represented by chemical formula 1. According to an embodiment of the present invention, the compound can be acted as a dye, and can be used as a material of a color filter. Specifically, the resin composition comprising the compound has a high color reproduction rate, high luminance, a high contrast ratio, etc.(AA) Comparative example 1(BB) Example 1(CC) Example 2(DD) Example 3(EE) Example 4(FF) Example 5(GG) Example 7(HH) Example 8(II) Example 9(JJ) Example 10COPYRIGHT KIPO 2016
- -
-
-
- Colorimetric Cyanide Chemosensor Based on 1′,3,3′,4-Tetrahydrospiro[chromene-2,2′-indole]
-
A new class of chemosensors based on the 1′,3,3′,4-tetrahydrospiro[chromene-2,2′-indole] ring system, which detects cyanide with high specificity, is described. These chemosensors show a distinct color change when treated with cyanide in acetonitrile solution buffered with sodium phosphate, and this procedure is not affected by the presence of other common anions. The chemisensors exhibit high sensitivity to low concentrations of cyanide, meeting the European Union water quality control criterion of sensitivity below 0.05 mg L-1, and show a very fast response within tens of seconds. The mechanism for detection is rationalized by the nucleophilic substitution of the phenolic oxygen atom at the indoline C-2 atom by the cyanide anion to form a stable indolylnitrile adduct and to generate the colored 4-nitrophenolate chromophore. These chemosensors can be synthesized by a simple procedure from commercially available starting materials.
- Dagiliene, Migle,Martynaitis, Vytas,Kri??iuˉniene, Vilija,Krik?tolaityte, Sonata,?a?kus, Algirdas
-
p. 363 - 369
(2015/06/30)
-
- PHOTOCHROMIC MATERIAL
-
Photochromic dyes are disclosed. A photochromic dye can include a first photo-reactive group and a second photo-reactive group. A first photochromic reaction can be induced in the first photo-reactive group of the photochromic dye by radiation having a first wavelength, and a second photochromic reaction can be induced in the second photo-reactive group of the photochromic dye by radiation having a second wavelength.
- -
-
-
- Synthesis of 1′,3,3′,4-tetrahydrospiro[chromene-2,2′- indoles] as a new class of ultrafast light-driven molecular switch
-
A new class of ultrafast light-driven molecular switch has been designed and synthesized. The reaction of 1-substituted 2-methylidene-3,3-dimethyl-2,3- dihydro-1H-indoles with 2-chloromethyl-4-nitrophenol afforded 1′,3,3′,4-tetrahydrospiro[chromene-2,2′-indoles], following a basic workup. The spectroscopic properties and nanosecond-resolved photoinduced dynamics of five compounds in the 1′,3,3′,4- tetrahydrospiro[chromene-2,2′-indole] family were investigated.
- Dagiliene, Migle,Martynaitis, Vytas,Vengris, Mikas,Redeckas, Kipras,Voiciuk, Vladislava,Holzer, Wolfgang,?a?kus, Algirdas
-
p. 9309 - 9315
(2013/10/01)
-
- PHOTOCHROMIC MATERIAL
-
Photochromic dyes are disclosed. A photochromic dye can include a first photo-reactive group and a second photo-reactive group. A first photochromic reaction can be induced in the first photo-reactive group of the photochromic dye by radiation having a first intensity, and a second photochromic reaction can be induced in the second photo-reactive group of the photochromic dye by radiation having a second intensity. The second intensity may be greater than the first intensity.
- -
-
-
- Synthesis of some new substituted photochromic N,N′-bis(spiro[1- benzopyran-2,2′-indolyl])diazacrown systems with substituent control over ion chelation
-
The reversible photochemical ion chelation of the newly synthesised substituted N,N′-bis(spiro[1-benzopyran-2,2′-indolyl])diazacrown systems 15a-c and the subsequent molecular electronic control of this process using appropriately placed substituent groups on the spiro-benzopyran skeleton is reported. The principle of molecular electronic control of ion chelation is demonstrated by comparing the behaviour of the newly synthesised nitro-substituted and pyrido-annulated spiro-benzopyran system 9b with that of the unsubstituted compound 9a. Electronic substituent control over ion chelation is then exemplified for the new N,N′-bis(5′-nitrospiro[1- benzopyran-2,2′-indolyl])diazacrown system 15c and further exemplified for the corresponding 5′-trifluoromethyl derivative 15b, which contains the photochemically more robust trifluoromethyl group. The crown system 15a, unsubstituted in the spiro-indole moiety, is also reported. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Roxburgh, Craig J.,Sammes, Peter G.
-
p. 1050 - 1056
(2007/10/03)
-
- Synthesis and structure of indoline spiropyrans of the coumarin series
-
New indoline spiropyrans of the coumarin series were synthesized by the condensation of indoline and hydroxyformylcoumarin derivatives. Spiropyrans, viz., derivatives of 8-formyl-7-hydroxy-4-methylcoumarin and 5-formyl-6-hydroxy-4-methylcoumarin, under irradiation are transformed into open forms, which are recyclized in the dark. The compounds formed by the condensation of the indoline derivatives with 3-formyl-4-hydroxycoumarin have an open structure of the merocyanine dyes and are transformed into spiro forms neither in the dark nor under irradiation with the visible light.
- Traven,Miroshnikov,Chibisova,Barachevsky,Venidiktova,Strokach
-
p. 2417 - 2424
(2007/10/03)
-
- Synthesis, characterization and photochromic studies in film of heterocycle-containing spirooxazines
-
A series of novel heterocycle-containing spirooxazines have been designed and synthesized, and their photochromic properties were investigated under flash photolysis and continuous irradiation in particular regard to the fatigue resistance, the lifetime of the colored merocyanine form in various solutions and polymers. Especially, the characteristics of two UV-sensitive spirooxazines dispersed polymethylmethacrylate thin-films were extensively studied. Detailed studies showed that general significant shifts in the λmax of the absorption spectra of the open forms, interesting fatigue resistances and emission fluorescene properties were observed.
- Tan, Ting-Feng,Chen, Pei-Li,Huang, Hua-Ming,Meng, Ji-Ben
-
p. 8192 - 8198
(2007/10/03)
-
- Reactions of Cyclic 1,3-Dicarbonyl Compounds with 1,2(1,4)-Dihydro-1-methyl-2(4)-methylene-N-heterocycles. A New Access to 6,12-Methano-dibenz-oxazocinones
-
The enamine-type methylene-N-heterocycles 1-5 react with cyclic 2-ethoxymethylene-1,3-dicarbonyl compounds 6 to give 2--1,3-dicarbonyl componds 7-14.The result of the reactions between 1,2-dihydro-1-methyl-2-methylene-quinoline (1a) and cyclic 1,3-dicarbonyl compounds depends on the nature of the dihydro intermediates A/B.Dehydrogenation of keton intermediates A results in 2-(1,2-dimethyl-4(1H)-quinolylidene)-1,3-dicarbonyl compounds 17-21.Enol intermediates B with 6-membered dicarbonyl ring form 6,12-methano-dibenzoxazocinones 22-25. 1H NMR spectra and X-ray structure analysis prove the structure of 23. - Keywords. 2--1,3-dicarbonyl compounds; 2-(1,2-Dimethyl-4(1H)-quinolylidene)-1,3-dicarbonyl compounds; 6,12-Methano-dibenzoxazocinones; X-ray analysis.
- Henning, Hans-Georg,Thanh, Le Hoang,Laue, Joerg,Urban, Barbara,Reck, Guenter
-
-
- Transition metal-spirobenzopyran complex, a production process therefor and a photochromic material comprising the complex
-
The object of the invention is to provide a novel compound exhibiting stable photochromism. The invention is directed to a transition metal-spirobenzothiopyran complex of the general formula STR1 wherein R1 for example be C1-20 alkyl; R2, R3, R4, R5, R6, R7 and R8 independently may mean hydrogen; Y means O or S; M may for example be Cr, and a process for producing the complex.
- -
-
-
- Spiropyran compounds
-
The present invention provides a spiropyran compound represented by the formula STR1 wherein R1 is alkyl having 1 to 20 carbon atoms or aralkyl, R2, R3, R4 and R5 are the same or different and are each a hydrogen atom, alkyl having 1 to 6 carbon atoms, aryl or aralkyl, alkoxyl having 1 to 5 carbon atoms, halogen atom, cyano, trichloromethyl, trifluoromethyl or nitro, R6 and R7 are the same or different and are each a hydrogen atom, alkyl having 1 to 6 carbon atoms, aryl or aralkyl, halogen atom, cyano or nitro, X is an oxygen atom or sulfur atom, Y is Se or (CH3)2 C3)2 C. The spiropyran compound of the present invention itself is usable as a material such as recording material, photosensitive material, optical filter or decorative material. The present compound can further be homopolymerized or copolymerized with other polymerizable compound into a high polymer spiropyran compound for application to optical devices or dynamic devices.
- -
-
-
- INDOLINOSPIROBENZOPYRAN DERIVATIVE
-
[Object] The object of the invention is to provide a novel compound suited for use as a thermochromic and photochromic material. [Constitution] The invention relates to a crystal of an indolinospirobenzopyran derivative for use as a photomerocyanine, said derivative being represented by the general formula [wherein R1 means an alkyl group of 1 to 20 carbon atoms, an aralkyl group, a methacryloxymethyl group or a methacryloxyethyl group; R2, R3, R4 and R5 may be the same or different and each means a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an aryl group, an aralkyl group, an alkoxy group of 1 to 5 carbon atoms, a halogen atom, a cyano group or a nitro group; R6 and R7 may be the same or different and each means a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an aryl group, an aralkyl group, a halogen atom, a cyano group or a nitro group; R8 means a hydrogen atom, an alkyl group of 1 to 6 carbon atoms, an alkoxy group of 1 to 5 carbon atoms, a chloromethyl group, a methacryloxymethyl group or a vinyl group; and Y means an oxygen atom or a sulfur atom.]
- -
-
-
- CRYSTAL COMPRISING INDOLINOSPIROBENZOTHIOPYRAN DERIVATIVE AND RING-OPENING ISOMER THEREOF
-
A novel compound suitable for use as a piezochromic material, namely a crystal comprising an indolinospirobenzothiopyran derivative represented by general formula (I) and a ring-opening isomer thereof, and a process for the production thereof, wherein R1 represents C1 to C20 alkyl, aralkyl, methacryloxymethyl or methacryloxyethyl; R2, R3, R4, R5 R6 and R7 represent each hydrogen, etc.; and R8 represents hydrogen, methacryloxymethyl, etc.
- -
-
-
- RING-CHAIN ISOMERISM OF 1,3,3-TRIMETHYL-2-FORMYLMETHYLENEINDOLINE (FISCHER ALDEHYDE) OXIME AND ASSOCIATED REACTIONS
-
The compound 1,3,3-trimethyl-2-formylmethyleneindoline oxime is synthesized for the first time.Using the polynuclear resonance method it is shown that the oxime exists as two isomers, one of which has a cyclic structure.A number of reactions are carried out involving the carbocyclic and oxime parts of the molecule.
- Tolmachev, A. A.,Babichenko, L. N.,Komarov, I. V.,Sereda, S. V.,Sheinkman, A. K.
-
p. 148 - 153
(2007/10/02)
-
- Synthesis and Metastable Structure of New Photochromic Spiroindolinobenzothiopyrans
-
Photochromic spiroindolinobenzothiopyrans having a methacryloxymethyl group have been prepared and their colored forms were demonstrated to be a zwitterionic structure on the basis of the spectroscopic data.
- Hirano, Masafumi,Miyashita, Akira,Nohira, Hiroyuki
-
p. 209 - 212
(2007/10/02)
-
- Generation and Characterization of Transient 3H-Indolium-methanides
-
Transient 3H-indolium-methanides 3a-d have been generated from the corresponding 2-substituted 3H-indoles 1a-d by the N-(trimethylsilyl)methylation/desilylation method. 3a,b were trapped by dimethyl maleate and dimethyl fumarate stereospecifically.All ylides add dimethyl ethynedicarboxylate to form 9,9a-dihydro-3H-pyrroloindoles 11a-d, out of which 11c,d (R = 9a-alkoxy) readily eliminate the corresponding alkanols to form 12.In the absence of dipolarophiles, 1a is predominantly transformed into Fischer base 14, whereas 3b gives rise to an unsymmetrical dimer 16.
- Doepp, Dietrich,Rehmer, Gerd,Brueggemann, Helmut
-
p. 1651 - 1656
(2007/10/02)
-
- Preparation of cationic methine dyestuffs
-
A method of preparation of cationic dyestuffs having the formula STR1 wherein A, B, R, and R1 are defined in the specification carried out in the substantial absence of solvent and removing water formed in the reaction.
- -
-
-
- PHOTOCHROMISM. SYNTHESIS AND PROPERTIES OF INDOLINOSPIROBENZOTHIOPYRANS
-
Novel photochromic compounds, indolinospirobenzothiopyrans, were prepared and their properties in polymer films were examined.The absorption bands of the colored form lie around 100 nm deeper in the long-wave region of the spectrum than are the case with the common spiropyrans.
- Arakawa, Sei'ichi,Kondo, Hirofumi,Seto, Jun'etsu
-
p. 1805 - 1808
(2007/10/02)
-
- Synthesis and Properties of β-Phospha-trimethinecyanine Dyes with Indoline End Groups
-
Reaction of 1,3,3-trialkyl-2-methyleneindolines 4 and 5 with phosphorus(III) halides yields, by a twofold nucleophilic substitution, the halogeno-phosphanes 6a-c, which in turn react with trimethyloxonium tetrafluoroborate to give the β-phospha-trimethinecyanine dyes 3a, b.These β-phospha-cyanines 3a, b are the first higher-methinylogous representatives of the phosphamonomethinecyanine dyes 1, synthesized in 1964 by Dimroth and Hoffmann as the first compounds containing phosphorus in the oxidation state +3 and with coordination number 2. - The 1H-, 13C-, 31P-NMR- as well as the UV/VIS spectra of these β-phospha-cyanines 3a, b and of the analogous β-"carba"-, β-aza- and β-arsa-trimethinecyanines are discussed with respect to their constitution, configuration, and ?-electron-density distribution.
- Gamon, Norbert,Reichardt, Christian
-
p. 2072 - 2094
(2007/10/02)
-
