THE EFFECT OF MOLECULAR STRUCTURE ON CATALYSIS AND MOLECULAR BINDING
Abstract
Basic information relating functions which influence the activities of molecular and ionic catalysts was sought. Two systems were investigated: (1) the hydrolytic behavior of sarin; and (2) the apparent bifunctional cleavage of the amide linkage in chloramphenicol. The hydrolytic behavior of the methylfluorophosphonate ester was subjected to detailed study. The investigation suggested that where molecular catalysis existed there was substantial evidence of formation of an intermediate complex between the fluoroester and the catalytic species. These studies have also shown the correct chemical pathway followed during interaction of catechol and catechol derivatives. The investigation of amide cleavage using chloramphenicol as the substrate indicates that dibasic acids facilitate the hydrolysis by means of bifunctional attack. In a series of dibasic aliphatic acids the effectiveness of the catalysts could be related to the sum of PK sub b + pK sub A2 for the half salt. Studies with cis and trans cyclohexane dicarboxylic acid were indicative of mediation of the amide cleavage by formation of molecular associations of the cis isomer with chloramphenicol. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 10, 1962
- Accession Number
- AD0282251
Entities
People
- T. Higuchi
Organizations
- University of Wisconsin–Madison