Competitive Photochemical Pathways in the Rearrangement of Tetrasubstituted 4H-Thiopyrans |
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Authors: | Hooshang Pirelahi Assieh Atarodiekashani Seyyedmajid Seyyedmoossavi Hossein Daryanavardedargahani |
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Institution: | (1) Department of Chemistry, University of Tehran, P.O. Box 13145-143, Tehran, Iran |
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Abstract: | Summary. The photoisomerization of 4,4-dialkyl-2,6-diphenyl-4H-thiopyrans and 4-benzyl-2,4,6-triphenyl-4H-thiopyran was investigated and compared with those of the 2,4,4,6-tetraaryl- and 4-alkyl-2,4,6-triaryl-4H-thiopyran analogues reported earlier. Obviously, the alkyl groups at the 4-positions of the 4H-thiopyrans strongly diminish the efficiency of the di--methane rearrangement and, contrastingly, a four-electron suprafacial 1,3]-sigmatropic rearrangement is found to be highly efficient. |
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Keywords: | -methane rearrangement, Photoisomerization, [1,3]-Sigmatropic rearrangement, 2H-Thiopyran, 4H-Thiopyran," target="_blank">, Di--methane rearrangement, Photoisomerization, [1,3]-Sigmatropic rearrangement, 2H-Thiopyran, 4H-Thiopyran, |
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