期刊
CURRENT ORGANIC CHEMISTRY
卷 25, 期 13, 页码 1472-1482出版社
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272825999210101234850
关键词
Phosphinates; phosphonates; phosphine oxides; P-C coupling; palladium; nickel; catalysis; esterification; alcoholysis
资金
- National Research, Development and Innovation Office [K134318]
- National Research, Development and Innovation Fund of Hungary [FIEK_16120160007]
- New National Excellence Program of the Ministry for Innovation and Technology [uNKP203]
This review discusses the development of Hirao P-C coupling reactions assisted by microwaves, focusing on green chemistry aspects, simplification of mechanisms, and determination of optimal conditions.
Microwave (MW)-assistance may be a powerful tool in the Hirao P-C coupling reactions of vinyl/aryl halides with dialkyl phosphites in the presence of Pd-catalysts/P-ligands elaborated forty years ago. This review surveys the development of this reaction by showing the expansion of the reagents and catalysts, as well as the information accumulated. The stress was laid on the green aspects, the simplification of the catalyst systems, and the reliable mechanistic details in order to be able to establish the optimum conditions. The best protocol involves the use of some excess of the >P(O)H reagent to ensure the Pd-II -> Pd-0 re-duction and, via its trivalent tautomeric form (>POH), also the P-ligand. The overall rate is the result of two factors, the activity of the catalyst complex formed, and the reactivity of the reactants in the P-C coupling reactions. The nature of the aryl substituents in Ar2P(O)H influences both components. Ni-II salts may also be used as the catalyst precursor, however, despite the Pd-II -> Pd-0 -> Pd-II route, in this case, a Ni-II -> Ni-IV -> Ni-II sequence was proved.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据