Effects of electron-withdrawing group on the photoisomerization of tetraaryl-4H-thiopyran-1,1-dioxides

Autor: Hooshang Pirelahi, Farnaz Jafarpour, Fatemeh Ramezani
Rok vydání: 2008
Předmět:
Zdroj: Heteroatom Chemistry. 19:557-561
ISSN: 1098-1071
1042-7163
Popis: Syntheses and photoisomerization of the new sulfone derivatives, 4,4-di (p-trifluoromethylphenyl)-2,6-diphenyl-4H-thiopyran-1, 1-dioxide and 4-(p-trifluoromethylphenyl)-2,4,6-triphenyl-4H-thiopyran-1,1-dioxide, have been investigated. The relative molar ratios of the photoproducts are compared with those of 2,4,4,6-tetraphenyl-4H-thiopyran-1,1-dioxide as well as electron-donating substituted 4-methyl-2,4,6-triaryl-4H-thiopyran-1,1-dioxides as model compounds under identical experimental conditions using 1H NMR spectroscopy. The results observed are discussed on the basis of a triplet excited state di-π-methane rearrangement. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:557–561, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20455
Databáze: OpenAIRE