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Pyramidal Inversion in Cyclic Sulfonium Salts
Author(s) -
Garbesi A.,
Corsi N.,
Fava A.
Publication year - 1970
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19700530635
Subject(s) - sulfonium , chemistry , sulfur , inversion (geology) , ring flip , ring (chemistry) , atom (system on chip) , stereochemistry , medicinal chemistry , crystallography , salt (chemistry) , organic chemistry , paleontology , structural basin , biology , computer science , embedded system
5‐ and 6‐membered cyclic sulfonium salts carrying methyl substituents on the ring have been synthetized and partially resolved. These salts undergo thermal stereomutation at rates which are 10 3 times lower than that of non‐cyclic sulfonium cations. Very stringent evidence is presented that racemisation or, where the case may be, epimerisation takes place by pyramidal inversion of the sulfur atom.