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Thiiranium Ions as Reaction Intermediates
Author(s) -
Mueller Wolfgang H.
Publication year - 1969
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.196904821
Subject(s) - steric effects , electrophile , ion , ring (chemistry) , chemistry , solvent , sulfur , computational chemistry , photochemistry , organic chemistry , catalysis
The addition of sulfenvl chlorides or sulfur dichloride to unsaturated compounds proceeds via thiiranium ions. The present article reviews the electronic and steric factors influencing the nature of these ions and their effects on subsequent ring opening and product formation. For the purpose of this discussion results primarily from electrophilic ring opening have been chosen to illustrate these factors. Solvent and temperature effects have been disregarded.