- Synthesis and structural characterization of new N2O2-donor Schiff base macrocycles and their silver(I) coordination polymers
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Two N2O2-donor macrocyclic Schiff bases mD1 and mD2 (mD1 = 1,5-diaza-2,4:7,8:16,17-tribenzo-9,15-dioxa-cyclooctadeca-1,5-dien; mD2 = 1,5-diaza-2,4:7,8:15,16-tribenzo-9,14-dioxa-cycloheptadeca-1,5-dien) were prepared by the [1+1] cycl
- Bali?, Tomislav,Markovi?, Berislav,Ja?wiński, Jaros?aw,Matkovi?-?alogovi?, Dubravka
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- [1+1] Copper(II) macrocyclic Schiff base complex on rGO as a photocatalyst for reduction of nitroaromatics compounds under visible-light irradiation
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In this work, [1 + 1] macrocyclic Copper(II) Schiff base complex ([CuL](NO3)2.H2O) was synthesized and grafted on reduced graphene oxide successfully. The novel prepared sample was characterized by physico-chemical techniques and used as a photocatalyst for the reduction of nitroaromatic compounds to their amine derivatives at room temperature under visible-light irradiation with hydrazine mono hydrate. From the prepared samples, reduced graphene oxide loaded with 30% [CuL](NO3)2.H2O catalyst (rGO/CuM30) shows the best efficiency for converting different nitroaromatic compounds to the corresponding amino compounds using visible light. As-prepared catalyst illustrated excellent activity for the reduction of 2-nitrophenol to 2-aminophenol (100% conversion) in only 90 min. Finally, the catalyst could be recovered for five times and reused without decreasing of its efficiency.
- Ghalebin, Saeed Nasiri,Bezaatpour, Abolfazl,Sadr, Moayad Hossaini,Sadjadi, Mirabdullah Seyed,Moghaddam, Mohammad Khodadadi,Szunerits, Sabine
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- Introduction of a trinuclear manganese(iii) catalyst on the surface of magnetic cellulose as an eco-benign, efficient and reusable novel heterogeneous catalyst for the multi-component synthesis of new derivatives of xanthene
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In this work, the new trinuclear manganese catalyst defined as Fe3O4@NFC@NNSM-Mn(iii) was successfully manufactured and fully characterized by different techniques, including FT-IR, XRD, TEM, SEM, EDX, VSM, and ICP analysis. There have been reports of the use of magnetic catalysts for the synthesis of xanthine derivatives. The critical potential interest in the present method include short reaction time, high yields, recyclability of the catalyst, easy workup, and the ability to sustain a variety of functional groups, which give economical as well as ecological rewards. Also, the synthesized catalyst was used as a recyclable trinuclear catalyst in alcohol oxidation reactions at 40 °C. The magnetic catalyst activity of Fe3O4@NFC@NNSM-Mn(iii) could be attributed to the synergistic effects of the catalyst Fe3O4@NFC@NNS-Mn(iii) with melamine. Employing a sustainable and safe low temperature, using an eco-friendly solvent, no need to use any additive, and long-term stability and magnetic recyclability of the catalyst for at least six successive runs are the advantages of the current protocol towards green chemistry. This protocol is a benign, environmentally friendly method for heterocycle synthesis. This journal is
- Ghamari Kargar, Pouya,Bagherzade, Ghodsieh,Eshghi, Hossein
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p. 4339 - 4355
(2021/02/03)
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- Novel 2-cyanoacrylamido-4,5,6,7-tetrahydrobenzo[b]thiophene derivatives as potent anticancer agents
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Ethyl 2-acrylamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate as well as its corresponding bis-derivatives, 5–10, with aliphatic linkers were synthesized, fully characterized, and tested as novel anticancer agents. The targeted compounds, 5–10, wer
- Sroor, Farid M.,Aboelenin, Mohamad M.,Mahrous, Karima F.,Mahmoud, Khaled,Elwahy, Ahmed H. M.,Abdelhamid, Ismail A.
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- Prospective new amidinothiazoles as leukotriene B4 inhibitors
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An efficient and one-step synthesis of the versatile, hitherto new derivatives resembling LY293111, a prospective potent antagonist of the leukotriene B4 (LTB4) receptor, were reported. The strategy was based on the synthesis of an amidinothiazole ring, c
- Aly, Ashraf A.,Ibrahim, Mahmoud A.A.,El-Sheref, Essmat M.,Hassan, Alaa M.A.,Brown, Alan B.
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p. 414 - 427
(2018/09/18)
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- Design, two-directional synthesis, DFT study of new pyrimido[5,4-d]pyrimidine-2,8-dione derivatives
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A facile two-directional synthesis of new pyrimido[5,4-d]pyrimidine-2,8-dione was reported via an efficient reaction of premade bis-aldehydes and 1-(2-amino-1,2-dicyanovinyl)-3-phenylurea in the presence of triethylamine as the base and Cu (II) as catalys
- Sheykhi-Estalkhjani, Ammar,Mahmoodi, Nosrat O.,Yahyazadeh, Asieh,Pasandideh Nadamani, Meysam,Taherpour Nahzomi, Hossein
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p. 749 - 756
(2019/01/08)
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- Pinacolophanes as versatile precursor for the practical synthesis of tolanophanes
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Abstract: A new strategy for the synthesis of tolanophanes was investigated. The coupling of bridged dialdehydes gave selectively the corresponding monomer of pinacolophanes in quantitative yields under a simple and clean reaction condition. Without any f
- Darabi, Hossein Reza,Rastgar, Saeed,Aghapoor, Kioumars,Mohsenzadeh, Farshid
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p. 1121 - 1124
(2017/12/26)
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- Excellent alkene epoxidation catalytic activity of macrocyclic-based complex of dioxo-Mo(VI) on supermagnetic separable nanocatalyst
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A phenoxybutane-based Schiff base complex of cis-dioxo-Mo(VI) was supported on paramagnetic nanoparticles and characterized using powder X-ray diffraction, infrared, diffuse reflectance and atomic absorption spectroscopies, scanning and transmission elect
- Payami, Fatemeh,Bezaatpour, Abolfazl,Eskandari, Habibollah
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- Design and synthesis of a new class of 2,4-thiazolidinedione based macrocycles suitable for Fe3+ sensing
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A new class of three 2,4-thiazolidinedione based macrocycles (3a-c) have been synthesized and then characterized from spectral data and X-ray crystallography. The fluorescence quenching of the compounds caused by the addition of nineteen separate metal cations to their solutions in ethanol-water (3 : 1) was investigated, when it was observed that among the cations, the response to Fe3+ was distinctive. Again, among the macrocycles, 3c gave the best result.
- Sepay, Nayim,Mallik, Sumitava,Saha, Pranab C.,Mallik, Asok K.
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p. 15270 - 15276
(2018/09/29)
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- Facile one-pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers under mild conditions
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We report here the facile, room temperature, catalyst free, one pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers. Anhydrous potassium carbonate (K2CO3) as a mild base along with dimethyl sulfoxide gener
- Sakate, Sachin,Kamble, Sumit,Chikate, Rajiv,Rode, Chandrashekhar
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p. 462 - 470
(2017/03/27)
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- Green, inexpensive, and fast conversion of sulfides to sulfoxides by multiusable Mo(VI) macrocyclic Schiff base complex supported on Fe3O4 nanoparticles in solvent-free conditions
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In the present study, the macrocyclic-based Mo(VI) Schiff base complex was harbored on Fe3O4 nanoparticles and characterized by X-ray powder diffraction, scanning electron microscope, energy-dispersive X-ray spectroscopy, infrared spectroscopy, transmission electron microscopy, vibrating sample magnetometry, diffuse reflectance spectra, and atomic absorption spectroscopy. Separable nanocatalyst was tested under solvent-free conditions for the oxidation of methyl phenyl sulfide, diphenyl sulfide, benzyl phenyl sulfide, dipropyl sulfide, dibutyl sulfide, dimethyl sulfide, bis (4-hydroxyphenyl) sulfide, diallyl sulfide, and benzothiophene using H2O2 (30% in water) as green oxidant. This catalyst is very efficient for thioanisole oxidation with 100% conversion in 3 min. We were able to separate the nanocatalyst magnetically using external magnetic field and to apply the catalyst at least six consecutive times without a significant decrease in conversion. Remarkable and excellent turnover frequency of the catalyst was obtained to oxidize the thioanisole (526,000 h?1), dimethyl sulfide (526,000 h?1), diallyl sulfide (526,000 h?1), dibutyl sulfide (521,000 h?1), and dipropyl sulfide (500,000 h?1). The prepared nanocatalyst has been beneficial in catalytic activity, selectivity, reaction time, and reusability with easy separation.
- Bezaatpour, Abolfazl,Payami, Fatemeh,Eskandari, Habibollah
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p. 910 - 920
(2017/09/08)
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- Through-space electronic communication of zinc phthalocyanine with substituted [60]Fullerene bearing O2Nxaza-crown macrocyclic ligands
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Two new macrocyclic ligands containing 17- and 19-membered O2N3-donor aza-crowns anchored to [60]Fullerene were synthesized and characterized by employing HPLC, electrospray ionization mass (ESI-MS), 1H and 13C NMR, UV–vis, IR spectroscopies, as well as powder X-ray diffraction (PXRD) and thermogravimetric analysis (TGA) in solid state. TGA measurements revealed that upon linking each of these macrocycle rings to [60]Fullerene, the decomposition point measured for [60]Fullerene moiety was increased, indicating on the promoted stability of [60]Fullerene backbone during binding to these macrocyclic ligands. Moreover, the ground state non-covalent interactions of [60]Fullerene derivatives of O2Nx (x?=?2, and 3) aza-crown macrocyclic ligands namely, L1–L4 with zinc phthalocyanine (ZnPc) were also investigated by UV–vis absorption, steady state and time resolved fluorescence spectrophotometry in N-methyl-2-pyrrolidone (NMP). The calculation of Stern-Volmer constants (KSV) indicated on existence of an efficient quenching mechanism comprising of the excited singlet state of ZnPc in the presence of L1–L4. The observation of an appropriate correlation between decrease in fluorescence intensity and lifetime parameters led us to propose the occurrence of a static mechanism for the fluorescence quenching of ZnPc in the presence of L1–L3. The binding constants (KBH) of L1–L4/ZnPc were also determined applying the fluorescence quenching experiments. Meanwhile, the incompatibility of both KSV and KBH values found for L4 was also described in terms of structural features using DFT calculations using the B3LYP functional and 6-31G* basis set.
- Ghanbari, Bahram,Shahhoseini, Leila,Mahlooji, Niloofar,Gholamnezhad, Parisa,Taheri Rizi, Zahra
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p. 330 - 339
(2016/08/30)
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- Spacer length dependent architectural diversity in bis-dipyrrin copper(II) complexes
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A series of copper(ii) complexes (1-9 and 3′) derived from bis-dipyrrin ligands (L1-L9 and L3′) with diverse spacer lengths [-(CH2)n-] have been described. Structural diversities in these complexes have been explicitly established by spectral and structural studies on these and a closely related nickel(ii) complex (3′′). All the ligands and complexes have been thoroughly characterized by spectroscopic studies (ESI-MS, IR, 1H, 13C NMR, UV/vis) and structures of 2, 3′, 3′′, 6, 8 and 9 were determined by X-ray single crystal analyses. It has been unambiguously established that ligands with n ≤ 6 gave heteroleptic binuclear (1-5), while those with n ≥ 7 yielded homoleptic mononuclear (6-9) bis-dipyrrinato complexes. Spectral and structural studies revealed distorted square planar (1-5) and distorted tetrahedral geometries (6-9) about the copper(ii) centre in these complexes which has further been evidenced by EPR and electrochemical studies. Structural differences based on the odd and even number of methylene spacers in these complexes have been supported by DFT studies. A line between the syn- and anti-conformations of the complexes has been drawn on the basis of a limiting spacer length.
- Paitandi, Rajendra Prasad,Singh, Roop Shikha,Mukhopadhyay, Sujay,Kumar, Ashish,Pandey, Daya Shankar
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p. 5420 - 5430
(2017/04/28)
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- Ring-closing metathesis reaction-based synthesis of new classes of polyether macrocyclic systems
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Ring closing metathesis (RCM) reactions of suitable substrates having terminal olefins, which are assembled from various linkers and hydroxy benzaldehydes and syntheses of a wide range of 16-30 membered, new crown ether-type polyether, aza-polyether, bis aza-polyether macrocycles and dilactone moiety embedded polyether macrocycles (macrolides) are reported. After the ring-closure reaction, installation of different functional groups and functional group modification on the periphery of the synthesized polyether/crown ether macrocycles obtained in the RCM reactions are accomplished using the epoxidation, oxidation and catalytic hydrogenation-based synthetic transformations. Along this line, the syntheses of a variety of polyether macrocycles possessing epoxide or α-hydroxy ketone or 1,2-diol functionalities at the periphery have been shown. Furthermore, the synthesized α-hydroxy ketone functionality installed polyether macrocycles were subjected to the allylation and Reformatsky type reactions to obtain homoallyl alcohol moiety-based and lactone ring-appended polyether macrocycles.
- Naveen,Babu, Srinivasarao Arulananda
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supporting information
p. 7758 - 7781
(2015/09/08)
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- Novel Bis(2-(5-((5-phenyl-1H-tetrazol-1-yl)methyl)-4H-1,2,4-triazol-3-yl)phenoxy)Alkanes: Synthesis and Characterization
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In this study, 10 different substituted aromatic bis-benzaldehydes were synthesized by treating hydroxy benzaldehydes with various dihaloalkanes. Bis aldehydes 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j were treated with 2-(5-phenyl-1H-tetrazole-1-yl)acetohyd
- Saeed, Aamer,Qasim, Muhammad,Hussain, Majid
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p. 1114 - 1118
(2015/08/06)
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- One-pot synthesis of bis(4,5-diphenylimidazol-2-yl-phenyl)glycols and evaluation of their antimicrobial activity
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Abstract A new series of bis(4,5-diphenylimidazol-2-yl-phenyl)glycols were synthesized by reaction of bis(formylphenyl)glycols with benzil/benzoin and ammonium acetate in presence of iodine/acetic acid in ethanol. All newly synthesized compounds were char
- Linga Goud,Ramesh,Ashok,Prabhakar Reddy
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p. 673 - 678
(2015/05/05)
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- Structures of NHC Hg(II) and Ag(I) complexes and selective recognition of nitrate anion
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A series of bis-benzimidazolium (or bis-imidazolium) salts, and their eight N-heterocyclic carbene mercury(II) and silver(I) complexes (1-8) have been synthesized and characterized. Complexes 1-4 and 6 contain similar macrometallocycles formed via one bid
- Liu, Qing-Xiang,Zhao, Zhi-Xiang,Zhao, Xiao-Jun,Wei, Qing,Chen, Ai-Hui,Li, Hui-Long,Wang, Xiu-Guang
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p. 1358 - 1373
(2015/02/19)
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- Epoxidation of cyclooctene by host (nanocavity of zeolite-Y) guest (copper(II) complexes with 16- and 17-membered diaza dioxa macrocyclic Schiff bases) nanocomposite materials
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This work reports the synthesis and characterization of macrocyclic copper(II) complexes encapsulated within the nanopores of zeolite-Y. The obtained nanoparticles entrapped in the nanopores of zeolite have been characterized by FT-IR, UV-Vis, Diffuse reflectance spectra, spectroscopic techniques, molar conductance, magnetic moment data, XRD, thermal, and elemental analysis. The complexes (neat and encapsulated) were used for the oxidation of cyclooctene with tert-butyl hydroperoxide as oxidant in different solvents. The supported Cu[L1]2+-Y exhibited a moderate 81.9% selectivity for epoxidation with 84.2% conversion. The catalytic activity and selectivity of the heterogeneous catalysts do not change after recycling five times.
- Banaei, Alireza,Rezazadeh, Behnam
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p. 2129 - 2140
(2013/08/23)
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- The effect of the molecular structures of dicyanomethylene compounds on their supramolecular assembly, photophysical and electrochemical properties
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Two series of flexible dicyanomethylene compounds, specifically, class 1 and class 2 compounds, have been designed and synthesised. In class 1 compounds, the dicyanomethylene groups are separated by glycol chain spacers of different lengths, whereas, in class 2 compounds, the spacers are alkyl linkers of different lengths. The notion underlying the design of these compounds is that in class 1 molecules, the spacers contain donor oxygen atoms that could not only form hydrogen bonds during the course of crystal packing but also promote withdrawing effects that modify the photophysical and electrochemical properties of these molecules in solution; in contrast, these effects would be absent for class 2 molecules. However, this study revealed that, with respect to crystal packing, the size of the spacers and their even and odd numbers of atoms are more important than their chemical nature. All of the synthesised compounds exhibited blue emission in the solid state and in CH2Cl2 solutions. The photophysical and electrochemical properties of these compounds in solution were not significantly affected by the type and length of the spacer that was used in each molecule. In the solid state, however, the compound with the shortest spacer showed the highest Stokes shift. The electronic transitions for the synthesized compounds in solution were explained by density functional theory and time-dependent density functional theory calculations, which indicated that the methylene moieties control the properties of both classes of compounds and that the spacers do not conjugate with the end groups. These two series of flexible dicyanomethylene compounds could be utilised as molecular building blocks for the development of new solids with novel properties. the Owner Societies 2013.
- Matos, Catiucia R. M. O.,Miranda, Fabio S.,Carneiro, Jose W. De M.,Pinheiro, Carlos B.,Ronconi, Celia M.
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p. 13013 - 13023
(2013/08/23)
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- Design and synthesis of rhodamine based chemosensors for the detection of Fe3+ ions
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The number and nature of coordinating entities as well as the size of chelating cavity in rhodamine based chemosensors were tuned to enhance the selectivity and sensitivity for Fe3+ ions. An intense pink color development and enhancement in flu
- Chereddy, Narendra Reddy,Suman, Koorathota,Thennarasu, Sathiah,Korrapati, Purna Sai,Mandal, Asit Baran
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p. 606 - 613,8
(2020/07/30)
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- Rhodium(II)-catalyzed cyclization of bis(N-tosylhydrazone)s: An efficient approach towards polycyclic aromatic compounds
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Ahead of the PAC: Polycyclic aromatic compounds (PACs) can be easily accessed by the combination of Suzuki-Miyaura cross-coupling and a [Rh 2(OAc)4]-catalyzed carbene reaction using easily available bis(N-tosylhydrazone)s as intermediates (see scheme; Ts=4-toluenesulfonyl). Copyright
- Xia, Ying,Liu, Zhenxing,Xiao, Qing,Qu, Peiyuan,Ge, Rui,Zhang, Yan,Wang, Jianbo
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supporting information; experimental part
p. 5714 - 5717
(2012/07/28)
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- Simple synthesis of a new family of 22- to 28-membered macrocycles containing two chalcone moieties
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A new family of 22- to 28-membered tetrabenzo-macrocycles containing two chalcone moieties has been synthesized from 2-hydroxybenzaldehyde and 2'-hydroxyacetophenone through phenol alkylation with α,ω- dibromoalkanes followed by Claisen-Schmidt reaction u
- Mondal, Rina,Mandal, Tapas K.,Mallik, Asok K.
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p. 95 - 110,16
(2020/09/02)
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- Hybrid orbital deformation (HOD) effect and spectral red-shift property of nonplanar porphyrin
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A series of 5,15-meso,meso-strapped nonplanar porphyrins with different degrees of ruffling distortion, as a model system, have been synthesized and characterized. The spectral red-shift of the nonplanar porphyrins was experimentally demonstrated to mainl
- Zhou, Zaichun,Cao, Chenzhong,Liu, Qiuhua,Jiang, Rongqing
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scheme or table
p. 1780 - 1783
(2010/09/07)
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- Efficient synthesis of novel 1,2,4-triazole fused acyclic and 21-28 membered macrocyclic and/or lariat macrocyclic oxaazathia crown compounds with potential antimicrobial activity
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Versatile simple efficient routes with good to excellent yields towards different functionalized 1,ω-bis(1,2,4-triazoles), 21-28 membered 1,2,4-triazole fused macrocyclic and/or lariat macrocyclic oxaazathia crown Schiff bases and/or amines have been investigated. Antimicrobial screening of some selected compounds revealed different inhibitory effects against Aspergillus fumigatus RCMB 002008 (1), Penicillium italicum RCMB 001018 (1), Syncephalastrum racemosum RCMB 016001 Candida albicans RCMB 005003, Staphylococcus aureus RCMB 106-001 (1), Pseudomonas aeruginosa RCMB 102-002, Bacillus subtilis RCMB 101-001 and Escherichia coli RCMB 103-001.
- Khalil, Nasser S.A.M.
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experimental part
p. 5265 - 5277
(2011/01/04)
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- Stereoselective synthesis of oxazolidine, hexahydropyrrolo [2,1-b] oxazole, and tetrahydro-2H-oxazolo [3,2-c] thiazole grafted macrocycles through intramolecular 1,3-dipolar cycloaddition reaction
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A facile one-pot synthesis of oxazolidine, hexahydropyrrolooxazole and tetrahydro-2H-oxazolothiazole grafted macrocycles through intramolecular 1,3-dipolar cycloaddition reaction (1,3-DC reaction) is reported. X-ray diffraction studies and 2D NOESY experi
- Purushothaman,Raghunathan
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scheme or table
p. 6848 - 6850
(2010/04/29)
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- Rationally-designed S-chiral bissulfinamides as highly enantioselective organocatalysts for reduction of ketimines
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We recently reported the first example of S-chiral organocatalysts, that are highly efficient and enantioselective in substoichometric amounts, and which use a chiral monosulfinamide group as Lewis base to activate trichlorosilane (HSiCl3) to reduce N-arylketimines. Aplausible mechanism involving two molecules of the monosulfinamde catalyst for the activation of HSiCl 3 prompted us to design S-chiral bissulfinamides as new catalysts. We herein describe our findings that an easily prepared S-chiral bissulfinamide bearing a five-methylene linkage not only inherited the excellent substrate generality from the monosulfinamide catalysts, but also exhibited further improved enantioselectivity.
- Pei, Dong,Zhang, Yu,Wei, Siyu,Wang, Meng,Sun, Jian
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supporting information; experimental part
p. 619 - 623
(2009/04/21)
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- A practical synthesis of bridged diarylacetylenes
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An efficient and practical synthesis of bridged diarylacetylenes in multigram quantities has been successfully carried out using high-yielding (classical) synthetic methods and readily available starting materials. The structural analysis of the representative bridged diarylacetylenes by X-ray crystallography strongly suggests that conformations, bending of the linear triple bond, and the angle between the mean planes of aromatic rings in various bridged diarylacetylenes are governed by the p-π conjugation among the aromatic rings and the ethereal groups. Furthermore, the synthetic scheme also allows the preparation of (appropriately) bromo-substituted bridged diarylacetylenes which hold potential for their future usage for the preparation of polymeric analogues as well as the hexaarylbenzene derivatives for potential applications in the emerging area of molecular electronics and nanotechnology.
- Shukla, Ruchi,Brody, Daniel M.,Lindeman, Sergey V.,Rathore, Rajendra
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p. 6124 - 6129
(2007/10/03)
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- Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solution
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Although it is recognized that the presence of water is disadvantageous for imine synthesis, we demonstrate that such synthesis can be effective in completely aqueous media, without any catalyst and under mild conditions. Thus, arylaryl, aryl-alkyl, alkyl-aryl and alkyl-alkyl monoimines as well as a large variety of diimines are obtained by direct condensation of the corresponding carbonyl compounds and amines, in water. The same process is used to synthesize macrocyclic diimines starting from methylene, ethylene, trimethylene and tetramethylene glycol bis(2-formylphenyl ether) and ethylene-, trimethylene- and tetramethylene-diamine, some of these macrocycles being known for their chelating properties.
- Simion, Alina,Simion, Cristian,Kanda, Tadeshige,Nagashima, Satoko,Mitoma, Yoshiharu,Yamada, Tomoko,Mimura, Keisuke,Tashiro, Masashi
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p. 2071 - 2078
(2007/10/03)
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- Synthesis of new dihydroxy-dioxygenated ortho-[2,x]cyclophanes
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The synthesis of title compounds (1a-f) by intramolecular reductive coupling is presented. The reaction is carried out in water solution, in the presence of Zn or Al powder, in basic media.
- Simion, Cristian,Simion, Alina,Mitoma, Yoshiharu,Nagashima, Satoko,Kawaji, Takatoshi,Hashimoto, Iwao,Tashiro, Masashi
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p. 2459 - 2470
(2007/10/03)
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- Highly efficient ring closure of aromatic dialdehydes to macrocyclic allenes
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The one-pot double deoxygenation of simple alkyl- and polyether-tethered aromatic dialdehydes to give macrocyclic allenes has been accomplished in extraordinarily high yield without the need for slow-addition techniques, using a Ti(IV)-substituted ylide reagent and bis(trimethylsilyl)amide bases. Diastereoselective allene formation occurs when a binaphthyl unit is present in the substrate backbone, and the resulting cyclic allene is characterized by X-ray diffraction. Highly efficient cyclization is proposed to be the result of a combination of preorganization about the amide base counterion and a low concentration of the immediate precursor to Wittig-style olefination ring closure.
- Brody, Marcus S.,Williams, Robin M.,Finn
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p. 3429 - 3433
(2007/10/03)
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- Synthesis, Spectroscopic, and Structural Studies of Extremely Short Chain Basket Handle Porphyrins and Their Zinc(II) Complexes
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The synthesis of extremely short chain "basket handle" porphyrins is described.These molecules are derived from 5,10,15,20-tetraphenyl-21H,23H-porphine bearing alkoxy chains (handles) of 4-, 5-, and 6-carbon atoms covalently attached at the o-phenyl posit
- Simonis, Ursula,Walker, F. Ann,Lee, Patricia Lani,Hanquet, Bernard J.,Meyerhoff, Dieter J.,Scheidt, W. Robert
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p. 2659 - 2668
(2007/10/02)
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