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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

Substituent Dependent Photoreactivity of Donor-Acceptor Substituted Phenyl Ethenes

Author(s): Naresh Kumar, Prasanta Kumar Hota* and Jagdeep Kumar

Volume 15 , Issue 6 , 2018

Page: [479 - 484] Pages: 6

DOI: 10.2174/1570178614666171129161030

Price: $65

Abstract

Fluorescence and photoisomerization studies on donor-acceptor substituted phenyl conjugated molecules [e.g. 2-[(1E)-2-(4-nitrophenyl)ethenyl]furan (trans-1) and 2-[(1E)-2-(4-aminophenyl)- ethenyl]furan (trans-2)] in solvents of varying polarity suggest that ethenylfuran trans-1, with strong electron acceptor, exhibits large solvatochromic red shifted fluorescence maximum, highly dipolar excited state, and photostability. On the other hand, ethenylfuran trans-2 with electron donor amino substituent, is photoreactive and undergoes trans-cis photoisomerization. These results suggest that, in such systems, highly dipolar excited state does not favor trans-cis photoisomerization.

Keywords: Charge transfer, dipole moment, donor-acceptor systems, fluorescence, photochemistry, photoisomerization, quantum yield.

Graphical Abstract

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