The Journal of organic chemistry

Effect of heteroatom insertion at the side chain of 5-alkyl-1 H-tetrazoles on their properties as catalysts for ester hydrolysis at neutral pH

S Bhattacharya, PK Vemula

Index: Bhattacharya, Santanu; Vemula, Praveen Kumar Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 9677 - 9685

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Citation Number: 30

Abstract

Herein we introduce tetrazole and its suitably designed derivatives as powerful ester- cleaving reagents. By first performing a detailed ab initio computational study, we found that, in the side chain of 5-alkyl-1 H-tetrazoles, introduction of a heteroatom (eg, N, O, or S at the α-position of the tetrazole ring) raises the charge on the tetrazole nucleus significantly. All calculations have been performed using restricted Hartree-Fock (RHF) and hybrid ab initio ...