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Cover Picture: Cycloadditions and Methylene Transfer in Reactions of Substituted Thiocarbonyl S ‐Methylides with Thiobenzophenone: A Computational Study (Eur. J. Org. Chem. 8/2005)
Author(s) -
Sustmann Reiner,
Sicking Willi,
Huisgen Rolf
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200590016
Subject(s) - chemistry , methylene , cycloaddition , cover (algebra) , concerted reaction , computational chemistry , photochemistry , medicinal chemistry , reaction mechanism , stereochemistry , organic chemistry , catalysis , mechanical engineering , engineering
The cover picture shows the potential energy diagram of methylene transfer from 4,4,5,5‐tetramethylcyclopentanethione S ‐methylide to thiobenzophenone via a biradical intermediate which wins over a possible formation of regioisomeric cycloadducts. Methylene transfer reactions together with 1,3‐dipolar cycloadditions of other thiocarbonyl S ‐methylides to thiones are described by R. Huisgen et al. on p. 1519 ff. DFT calculations on the mechanism of these reactions, concerted or stepwise, are reported by R. Sustmann et al. on p. 1505 ff.