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An approach to the novel stereoselectivity in photorearrangement of 4,4-dialkyl-2,6-diphenyl-4H-thiopyran-1,1-dioxides

Paper ID Volume ID Publish Year Pages File Format Full-Text
28561 44080 2006 6 PDF Available
Title
An approach to the novel stereoselectivity in photorearrangement of 4,4-dialkyl-2,6-diphenyl-4H-thiopyran-1,1-dioxides
Abstract

The photochemical behaviour of 4,4-dimethyl-, 4-tert-butyl-4-methyl- and 4-benzyl-4-methyl-2,6-diphenyl-4H-thiopyran-1,1-dioxides has been investigated and compared with those of 4-methyl-2,4,6-triphenyl-4H-thiopyran-1,1-dioxide and 2,4,4,6-tetraphenyl-4H-thiopyran-1,1-dioxide as model compounds under identical experimental conditions followed by 1H NMR spectroscopy. The high yields of the stereoisomeric bicyclic photoproducts of dialkyl analogues in the absence of SO2 extruded byproducts are discussed on the basis of a vinyl–vinyl di-π-methane (DPM) rearrangement.

Keywords
4H-thiopyran-1,1-dioxides; Photoisomerization; Stereoselectivity; Di-π-methane rearrangements
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An approach to the novel stereoselectivity in photorearrangement of 4,4-dialkyl-2,6-diphenyl-4H-thiopyran-1,1-dioxides
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 181, Issues 2–3, 31 July 2006, Pages 408–413
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us