- 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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- Ligand-free palladium-catalysed oxidative Heck reaction of 4-vinylpyridine with arylboronic acids: Selective synthesis of (E)-4-styrylpyridines
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A ligand-free palladium-catalysed oxidative Heck reaction of various arylboronic acids with 4-vinylpyridine has been developed, achieving (E)-4-styrylpyridines with high selectively in moderate to good yields. A plausible mechanism for the formation of (E)-4-styrylpyridines has been proposed.
- Shi, Chuanli,Ding, Jinchang,Jiang, Jun,Chen, Jiuxi,Wu, Huayue,Liu, Miaochang
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supporting information; experimental part
p. 322 - 325
(2012/09/21)
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- A [2+2] cross-photodimerisation of photostable olefins via a three-component cocrystal solid solution
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A ditopic hydrogen-bond-donor template in the form of resorcinol facilitates a [2+2] cross-photodimerisation of 4-Cl-stilbazole and 4-Me-stilbazole in a rare cocrystal solid solution. A photoreaction does not proceed with the olefins individually or as a solid solution composed solely of the two olefins.
- Buar, Dejan-Kreimir,Sen, Arundhuti,Mariappan, S. V. Santhana,MacGillivray, Leonard R.
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supporting information; experimental part
p. 1790 - 1792
(2012/03/09)
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- Electronic Interactions in Aromatic Compounds. Direct Electronic Interaction between Aromatic Rings in Conjugated and Non-Conjugated cis-Compounds
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A study of charge transfer equilibria between a series of cis- and trans-4-styrylpyridines and cis- and trans-1-(4-X-phenyl)-2-(4-pyridyl)cyclopropanes with iodine has been carried out in CCl4.Acidity constants for these heteroaromatic compounds were determined.The results obtained for the two types of measurements show that through-space conjugation, due to overlap of the non-parallel ?-orbitals of the two aromatic systems, operated in both cis-systems.
- Mancini, Vittorio,Passini, Paolo,Santini, Sergio
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p. 463 - 466
(2007/10/02)
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