Stereochemical study of phosphonothioate cleavage by a metallomicelle.
[reaction: see text] The copper metallomicellar hydrolysis of O-methyl O-4-nitrophenyl phenylphosphonothioate to O-methyl phenylphosphonothioic acid takes place with effectively complete inversion at phosphorus.
Moss
Robert A
RA
Department of Chemistry, Rutgers, The State University of New Jersey, New Brunswick, New Jersey 08903, USA. moss@rutchem.rutgers.edu
Gong
Paul K
PK
Morales-Rojas
Hugo
H
D002619:Chemical Warfare Agents / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D003460:Crystallization; D018360:Crystallography, X-Ray; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry*; D008823:Micelles; D008958:Models, Molecular; D013056:Spectrophotometry, Ultraviolet; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D002619:Chemical Warfare Agents; D008670:Metals; D008823:Micelles; D013438:Sulfhydryl Compounds; D003300:Copper