Homogeneous catalysts for selective molecular oxygen driven oxidative decarboxylations
Autor: | Willie J. Rivers, Dennis P. Riley, Donald Lee Fields |
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Rok vydání: | 1991 |
Předmět: | |
Zdroj: | Journal of the American Chemical Society. 113:3371-3378 |
ISSN: | 1520-5126 0002-7863 |
DOI: | 10.1021/ja00009a023 |
Popis: | Cobalt (II) ion has been found to catalyze the molecular oxygen driven oxidation of N-(phosphonomethyl)iminodiacetic acid (PMIDA) to N-(phosphonomethyl) glycine (PMG) in aqueous solution. This homogeneous catalytic conversion is novel and represents, in effect, an oxidative dealkylation of one carboxymethyl moiety yielding the N-substituted glycine. The reaction is selective to the desired product PMG when carried out at the natural pH of the free acid substrate (∼1-2) and when carried out at substrate loadings less than 5% by weight. In addition, the catalytic system is selective for the PMIDA substrate; i.e., other closely related ligands show no reactivity, e.g., NTA, EDTA, etc. The results of kinetic and mechanistic studies on dilute systems are presented and discussed with special emphasis on how an understanding of the mechanism can make it possible to generate a catalyst system that gives high yields even with high substrate loadings |
Databáze: | OpenAIRE |
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