AN ALKYLPHOSPHONYL NUCLEOPHILIC-SUBSTITUTION REACTION THAT PROCEEDS BY AN ELIMINATION ADDITION MECHANISM WITH AN ALKYLIDINEOXOPHOSPHORANE (PHOSPHENE) INTERMEDIATE

Authors
HARGER MJP HURMAN BT
Citation
Mjp. Harger et Bt. Hurman, AN ALKYLPHOSPHONYL NUCLEOPHILIC-SUBSTITUTION REACTION THAT PROCEEDS BY AN ELIMINATION ADDITION MECHANISM WITH AN ALKYLIDINEOXOPHOSPHORANE (PHOSPHENE) INTERMEDIATE, Journal of the Chemical Society, Chemical Communications, (16), 1995, pp. 1701-1702
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
16
Year of publication
1995
Pages
1701 - 1702
Database
ISI
SICI code
0022-4936(1995):16<1701:AANRTP>2.0.ZU;2-M
Abstract
For the phosphonamidic chloride R(2)CHP(O)(NEt(2))Cl having R(2)CH = 9 -fluorenyl, substitution at phosphorus is unexpectedly fast with Et(2) NH as the nucleophile, and discriminates less than is usual between co mpeting Me(2)NH and Et(2)NH nucleophiles; such behaviour is consistent with an elimination-addition mechanism and a fluorenylidineoxophospho rane intermediate 8.