| 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 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 |
