Selective photoisomerization of methyl substituted nitro diphenylbutadienes

Show simple item record Agnihotri, Harsha Palakollu, Veerabhadraiah Kanvah, Sriram 2014-08-21T13:00:19Z 2014-08-21T13:00:19Z 2014-11
dc.identifier.citation Agnihotri, Harsha; Palakollu, Veerabhadra and Kanvah, Sriram, "Selective photoisomerization of methyl substituted nitro diphenylbutadienes", Journal of Photochemistry and Photobiology A: Chemistry, DOI: 10.1016/j.jphotochem.2014.07.019, Nov. 2014. en_US
dc.identifier.issn 1010-6030
dc.description.abstract A series of p-nitro substituted trans-diphenylbutadienes is synthesized and their photophysical and photochemical properties are investigated. All the dienes have a very low quantum yield of fluorescence but exhibit remarkable solvatochromic emission shifts attributed to twisted intramolecular charge transfer. Photochemical irradiation of simple p-nitro substituted diphenylbutadienes reveals inefficient or no detectable photoisomerization. However, substituting a methyl group on the butadiene chain of p-nitro substituted diphenylbutadiene or replacing the nitro group with cyano group yields the corresponding trans–cis isomers. In the case of simple nitrodienes, strong intramolecular charge transfer character in the excited state aids dissipation of absorbed energy through non-photochemical and non-radiative channels. The steric effect caused by the presence of methyl group lowers the isomerization barrier in methyl substituted dienes leading to a regioselective isomerization. en_US
dc.description.statementofresponsibility by Harsha Agnihotri, Veerabhadra Palakollu and Kanvah Gundimeda, Sriram
dc.format.extent vol. 293, pp.40-49
dc.language.iso en en_US
dc.publisher Elesvier en_US
dc.subject Intramolecular charge transfer en_US
dc.subject Regioselective photoisomerization en_US
dc.subject Solvatochromism en_US
dc.title Selective photoisomerization of methyl substituted nitro diphenylbutadienes en_US
dc.type Article en_US
dc.relation.journal Journal of Photochemistry and Photobiology A: Chemistry

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