The Synthesis and Acid-Catalyzed Hydrolysis of N-(4-Substitutedphenyl)-O-Benzenedisulfonimides

The acid catalyzed hydrolyses of some cyclic disulfonimides, N-(4-substitutedphenyl)-o-benzenedisulfonimides (1a-d) have been studied in concentrated aqueous acidic solutions. Analysis of the data by the Excess Acidity Method, activation parameters, substituent, and solvent deuterium isotope effect...

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Published inPhosphorus, sulfur, and silicon and the related elements Vol. 187; no. 6; pp. 689 - 696
Main Authors Bekdemir, Yunus, Eren, Bilge, Kütük, Halil
Format Journal Article
LanguageEnglish
Published ABINGDON Taylor & Francis Group 01.06.2012
Taylor & Francis
Taylor & Francis Ltd
Subjects
acid-catalysis
Acids
Aerosols
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Disulfonimides
excess acidity
hydrolysis
mechanism
Physical Sciences
Science & Technology
MIXTURES
Disulfonimides
EXCESS ACIDITIES
NUCLEOPHILIC-SUBSTITUTION
acid-catalysis
SULFONAMIDES
MECHANISMS
excess acidity
mechanism
O-BENZENEDISULFONIMIDE
DERIVATIVES
hydrolysis
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Summary:The acid catalyzed hydrolyses of some cyclic disulfonimides, N-(4-substitutedphenyl)-o-benzenedisulfonimides (1a-d) have been studied in concentrated aqueous acidic solutions. Analysis of the data by the Excess Acidity Method, activation parameters, substituent, and solvent deuterium isotope effect are all indicate hydrolysis by an A-1 mechanism in the studied range.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2011.642431