Effects of electron-withdrawing group on the photoisomerization of tetraaryl-4H-thiopyran-1,1-dioxides
✍ Scribed by Farnaz Jafarpour; Fatemeh Ramezani; Hooshang Pirelahi
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 117 KB
- Volume
- 19
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.20455
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✦ Synopsis
Abstract
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 ^1^H 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
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