Tetrahedron

Silicon-phosphorus analogies: Participation of external nucleophiles to activated processes of racemization and hydrolysis of chlorophosphono derivatives

RJP Corriu, GF Lanneau, D Leclercq

文献索引：Corriu, R. J. P.; Lanneau, G. F.; Leclercq, D. Tetrahedron, 1980 , vol. 36, p. 1617 - 1626

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被引用次数: 24

摘要

Kinetic and stereochemical studies show nucleophilic assistance by dimethylformamide (DMF), dimethylacetainide (DMA), hexamethylphosphotriamide (HMPT) and N- methylimidazole (NMI) in racemization and solvolysis of menthylchloro (phenyl) phosphonate, 1a, and O-ethylchloro (phenyl) thiophosphonate, 2. Similar orders of nucleophilic reactivity (Nu= NMI⪢ HMPT> DMF> DMA), and identical rate-laws (vrac= k [M ...