EVIDENCE FOR A TRIGONAL BIPYRAMIDAL INTERMEDIATE DURING NUCLEOPHILIC-SUBSTITUTION AT A SULFONYL CENTER AND FOR A SULFONYLIUM CATION IN THE ACID-CATALYZED REACTION

Authors
BAXTER NJ LAWS AP RIGOREAU L PAGE MI
Citation
Nj. Baxter et al., EVIDENCE FOR A TRIGONAL BIPYRAMIDAL INTERMEDIATE DURING NUCLEOPHILIC-SUBSTITUTION AT A SULFONYL CENTER AND FOR A SULFONYLIUM CATION IN THE ACID-CATALYZED REACTION, Chemical communications, (21), 1997, pp. 2037-2038
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
21
Year of publication
1997
Pages
2037 - 2038
Database
ISI
SICI code
1359-7345(1997):21<2037:EFATBI>2.0.ZU;2-7
Abstract
The rate of alkaline hydrolysis of a substituted beta-sultam shows a d ominant term second-order in hydroxide ion, clearly indicating the rev ersible formation of a monoanionic trigonal bipyramidal intermediate; substituent effects and kinetic parameters for the acid catalysed hydr olysis are indicative of the formation of a sulfonylium ion intermedia te.