Sulfur ylides generated from the reaction of arylchlorocarbenes with trimethylenesulide: determination of rate parameters by laser flash photolysis

Reaction of arylchlorodiazirines with trimethylenesulfide gives a mixture of aryldi(3-chloropropyl)thioacetal and aryl(2-propenyl)(3-chloropropyl)thioacetal in a good yield. The reaction goes through a formation of a sulfur ylide as an intermediate. Rate constants have been determined using laser fl...

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 2; pp. 207 - 209
Main Authors Romashin, YN, Liu, MTH, Bonneau, R
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 08.01.2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
METAL CARBENE TRANSFORMATIONS
REARRANGEMENT
trimethylene sulfide
diazirine
sulfur ylide
thioacetal
kinetics
carbene
laser flash photolysis
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Summary:Reaction of arylchlorodiazirines with trimethylenesulfide gives a mixture of aryldi(3-chloropropyl)thioacetal and aryl(2-propenyl)(3-chloropropyl)thioacetal in a good yield. The reaction goes through a formation of a sulfur ylide as an intermediate. Rate constants have been determined using laser flash photolytic techniques. (C) 2000 Elsevier Science Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)01911-0