Substituent Dependent Photoreactivity of Donor-Acceptor Substituted Phenyl Ethenes

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

Journal Name: Letters in Organic Chemistry

Volume 15 , Issue 6 , 2018

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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.

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Article Details

VOLUME: 15
ISSUE: 6
Year: 2018
Page: [479 - 484]
Pages: 6
DOI: 10.2174/1570178614666171129161030
Price: $58

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