STEREOCHEMICAL EVIDENCE FOR ELIMINATION-ADDITION AND A METHYLENETHIOXOPHOSPHORANE (THIOPHOSPHENE) INTERMEDIATE IN NUCLEOPHILIC-SUBSTITUTIONAT THE P=S CENTER OF A BENZYLIC PHOSPHONAMIDOTHIOIC CHLORIDE

Authors
HARGER MJP
Citation
Mjp. Harger, STEREOCHEMICAL EVIDENCE FOR ELIMINATION-ADDITION AND A METHYLENETHIOXOPHOSPHORANE (THIOPHOSPHENE) INTERMEDIATE IN NUCLEOPHILIC-SUBSTITUTIONAT THE P=S CENTER OF A BENZYLIC PHOSPHONAMIDOTHIOIC CHLORIDE, Chemical communications, (21), 1998, pp. 2339-2340
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
21
Year of publication
1998
Pages
2339 - 2340
Database
ISI
SICI code
1359-7345(1998):21<2339:SEFEAA>2.0.ZU;2-G
Abstract
The two diastereoisomers of ArCH2P(S)(NMeR)Cl (Ar = 4-NO2C6H4, R* = C HMePh) react with Et2NH (0.2 mol dm(-3)) in CH2Cl2 to give mixtures of the diastereoisomers of ArCH2P(S)(NMeR)NEt2 in practically the same ratio (54.5:45.5 or 53:47); such non-stereospecificity points to a thi ophosphene intermediate ArCH=P(S)NMeR as the product-forming species.