Structure-reactivity correlation for the ligand-decelerated catalytic osmium tetraoxide dihydroxylation of alkenes


Erdik E., KAHYA N. D.

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, vol.15, no.4, pp.229-232, 2002 (SCI-Expanded, Scopus)

  • Publication Type: Article / Article
  • Volume: 15 Issue: 4
  • Publication Date: 2002
  • Doi Number: 10.1002/poc.475
  • Journal Name: JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.229-232
  • Keywords: ligand-decelerated catalysis, osmium tetraoxide dihydroxylation, V-shaped Hammett plot, ASYMMETRIC DIHYDROXYLATION, HIGH ENANTIOSELECTIVITY, KINETIC ROLE, OLEFINS, HYDROXYLATION, OXIDATIONS
  • Ankara University Affiliated: Yes

Abstract

Kinetic studies on the ligand-decelerated catalytic OsO4 dihydroxylation of seven substituted styrenes with trimethylamine-N-oxide in the absence and in the presence of pyridine ligand have been carried out. The rates correlate with the Hammett relationship and V-shaped plots with a maximum are in agreement with the oxidation of osmate(VI) ester in the rate-determining step. Copyright (C) 2002 John Wiley Sons, Ltd.