Manganese(III) acetate mediated catalytic oxidation of substituted dioxolene and phenols | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

3701952

Reference Type

Journal Article

Title

Manganese(III) acetate mediated catalytic oxidation of substituted dioxolene and phenols

Author(s)

Dey, SKr; Mukherjee, A

Year

2014

Is Peer Reviewed?

Yes

Journal

Journal of Molecular Catalysis A: Chemical
ISSN: 1381-1169

Volume

395

Page Numbers

186-194

DOI

10.1016/j.molcata.2014.08.014

Web of Science Id

WOS:000347498500024

Abstract

Manganese(III) acetate is found to be an efficient catalyst to perform oxidation of 3,5-di-tert-butylcatechol (DTBC) to 3,5-di-tert-butylbenzoquinone (DTBQ) and 2-aminophenol (OAP) to 2-aminophenoxazinone (APX). The kcat values are 1.72(2) x 10(3) and 2.8(2) x 10(2) h(-1) for the formation of DTBQ and APX, respectively. The turnover number of APX formation is highest among the synthetic mimics. ESI-MS studies of DTBC oxidation suggest formation of a MnIV intermediate. Manganese(III) acetate is also capable of oxidative CC bond coupling in sterically hindered phenols to form biaryls in 65-94% yield. (C) 2014 Elsevier B.V. All rights reserved.

Keywords

Manganese(III) acetate; Oxygen activation; Catechol oxidation; 2-Aminophenoxazinone; Oxidative C-C bond coupling