Please use this identifier to cite or link to this item: doi:10.22028/D291-22307
Title: Donor Substituted Sulfonyl Carbenes, 2: Organothio Sulfonyl Carbenes
Author(s): Schank, Kurt
Abdel Wahab, Aboel Magd A.
Bügler, Stephan
Eigen, Peter
Jager, Jürgen
Jost, Klaus
Other involved persons: Heisel, Thomas
Other involved corporations: Schank, Kurt
Language: English
Year of Publication: 1994
OPUS Source: Tetrahedron 1994
SWD key words: Pummerer-Umlagerung
Free key words: Sulfonylcarbene
Sulfinat-Sulfon-Pummerer-Umlagerung
sulfonyl carbenes
sulfinate-sulfone Pummerer rearrangement
DDC notations: 000 Generalities
Publikation type: Report
Abstract: Organothio sulfonyl carbenes 3 have been generated via ylid thermolysis or via a-elimination starting from a-chloro a-organothio sulfones and their derivatives. They have been captured by suitable nucleophilic trapping reagents (diazomethane, enol ethers, and others). Their nucleophilic carbenoid precursors could be trapped by an electrophilic olefin (ketene dithioacetal S,S-dioxides as Michael acceptors). Stable carbene Z-dimers could be obtained under various conditions. Bromine catalyzed isomerization to E-isomers proved to be reversible.
Link to this record: urn:nbn:de:bsz:291-scidok-205
hdl:20.500.11880/22363
http://dx.doi.org/10.22028/D291-22307
Date of registration: 29-Aug-2000
Faculty: NT - Naturwissenschaftlich- Technische Fakultät
Department: NT - Chemie
Collections:SciDok - Der Wissenschaftsserver der Universität des Saarlandes

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