Affordable Access

Publisher Website

Nature of acid-catalyzed alcoholysis of amides of trivalent-phosphorus acids

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
47
Issue
47
Identifiers
DOI: 10.1016/s0040-4020(01)80722-5
Disciplines
  • Chemistry

Abstract

Abstract To study the chemical nature of the acid catalysis of amides oftrivalent-phosphorus acids (ATPA) alcoholysis the most important procedural problems have been solved. Simple and efficacious techniques for the purification of original ATPA from amine hydrohalides have been worked out. A precise and reliable way has been chosen to control the residual amount of amine hydrohalides in ATPA having been subjected to the various purification procedures. The nature of the dependence of alcoholysis rate constants for ATPA of different structures on the aminehydrohalide concentration has been established. The general acid catalysis was established using the Br√łnsted equation, so that the process includes the formation of a catalytic H-complex incorporating substrate and catalyst on the whole. Amides P(III) of different types treated with anhydrous hydroborofluoric acid readily form the corresponding P-protonated salts. The conversions of corresponding products of complete protonation have been investigated. The structure of P-protonated salt 23 has been studied by means of X-ray analysis.

There are no comments yet on this publication. Be the first to share your thoughts.

Statistics

Seen <100 times
0 Comments

More articles like this

Rhodium(I)-catalyzed asymmetric 1,4-addition of ar...

on The Journal of Organic Chemist... Dec 28, 2001

Reduction of hydroxamic acids to the corresponding...

on Xenobiotica; the fate of forei... May 2000
More articles like this..