BASE-INDUCED REARRANGEMENT OF N,O-BIS(DIPHENYLPHOSPHINOYL)HYDROXYLAMINE O-18-LABELING EVIDENCE ON HOW THE PHOSPHONAMIDIC-PHOSPHINIC ANHYDRIDE PRODUCT IS FORMED

Authors
HARGER MJP
Citation
Mjp. Harger, BASE-INDUCED REARRANGEMENT OF N,O-BIS(DIPHENYLPHOSPHINOYL)HYDROXYLAMINE O-18-LABELING EVIDENCE ON HOW THE PHOSPHONAMIDIC-PHOSPHINIC ANHYDRIDE PRODUCT IS FORMED, Chemical communications, (16), 1997, pp. 1503-1504
Citations number
8
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
16
Year of publication
1997
Pages
1503 - 1504
Database
ISI
SICI code
1359-7345(1997):16<1503:BRON>2.0.ZU;2-3
Abstract
The O-18-labelled substrate Ph2P(O)NHOP(O-18)Ph-2 rearranges with base (KOBut) to give Ph(PhNH)P(O)OP(O-18)Ph-2 but not Ph(PhNH)P(O)(OP)-O-1 8(O)Ph-2, in accord with a concerted mechanism rather than one involvi ng a metaphosphonimidate intermediate; Ph(PhNH)P(O-18)OP(O)Ph-2 is als o formed, but only because the substrate rapidly equilibrates with Ph2 P(O-18)NHOP(O)Ph-2 prior to rearrangement.