Tetradecyltrimethylammonium permanganate: a novel potassium permanganate derived reagent for trans-dichlorination, trans-dibromination and cis-dihydroxylation of olefins | Health & Environmental Research Online (HERO)

Health & Environmental Research Online (HERO)

Print Feedback Export to File

This record has one attached file:

Citation
Tags

HERO ID

7794793

Reference Type

Journal Article

Title

Tetradecyltrimethylammonium permanganate: a novel potassium permanganate derived reagent for trans-dichlorination, trans-dibromination and cis-dihydroxylation of olefins

Author(s)

Hazra, BG; Pore, VS

Year

2003

Is Peer Reviewed?

Yes

Journal

Journal of the Indian Chemical Society
ISSN: 0019-4522

Volume

Issue

Page Numbers

1065-1071

Language

English

Web of Science Id

WOS:000224626700020

URL

http://://WOS:000224626700020
Exit

Abstract

Reactivity of KMnO4 has been modified by converting it into long chain quaternary ammonium permanganate salt, viz., tetradecytrimethylammonium permanganate (TDTAP). This new versatile, stable reagent has been utilised for chemoselective and stereoselective trans-dichlorination and dibromination of a variety of alkenes. Use of this reagent for vicinal dihydroxylation of alkenes in a two phase solvent system has also been demonstrated. The mechanism for the transdichlorination reaction and the nature of the reacting species has been proposed.

Keywords

chlorination; oxidation; alkenes; manganese; hydroxylation; halogenation; chloride