Abstract
As phosphoryl transfer reactions are ubiquitous in biological chemistry, organic chemists have been very interested in the mechanisms of phosphate and phosphinate esters. Physical organic chemistry methods, including stereochemical studies, linear free energy relationships, and, most recently, heavy-atom kinetic isotope effects, have been used in the quest for mechanistic information about the chemistry of these compounds. This review summarizes what has been learned about the uncatalyzed phosphoryl transfer reactions of phosphate and phosphinate esters.
Keywords: dianions, hydrolysis, phosphorothioate analogs, isotope, solvolysis
Current Organic Chemistry
Title: Physical Organic Perspectives on Phospho Group Transfer From Phosphates and Phosphinates
Volume: 9 Issue: 1
Author(s): A. C. Hengge and I. Onyido
Affiliation:
Keywords: dianions, hydrolysis, phosphorothioate analogs, isotope, solvolysis
Abstract: As phosphoryl transfer reactions are ubiquitous in biological chemistry, organic chemists have been very interested in the mechanisms of phosphate and phosphinate esters. Physical organic chemistry methods, including stereochemical studies, linear free energy relationships, and, most recently, heavy-atom kinetic isotope effects, have been used in the quest for mechanistic information about the chemistry of these compounds. This review summarizes what has been learned about the uncatalyzed phosphoryl transfer reactions of phosphate and phosphinate esters.
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Cite this article as:
Hengge C. A. and Onyido I., Physical Organic Perspectives on Phospho Group Transfer From Phosphates and Phosphinates, Current Organic Chemistry 2005; 9 (1) . https://dx.doi.org/10.2174/1385272053369349
DOI https://dx.doi.org/10.2174/1385272053369349 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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