Highly Selective and Efficient Ring Hydroxylation of Alkylbenzenes with Hydrogen Peroxide and an Osmium(VI) Nitrido Catalyst

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

10 Scopus Citations
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Author(s)

  • Hoi-Ki Kwong
  • Po-Kam Lo
  • Shek-Man Yiu

Detail(s)

Original languageEnglish
Pages (from-to)12260-12263
Journal / PublicationAngewandte Chemie - International Edition
Volume56
Issue number40
Online published23 Aug 2017
Publication statusPublished - 25 Sep 2017

Abstract

The OsVI nitrido complex, OsVI(N)(quin)2(OTs) (1, quin=2-quinaldinate, OTs=tosylate), is a highly selective and efficient catalyst for the ring hydroxylation of alkylbenzenes with H2O2 at room temperature. Oxidation of various alkylbenzenes occurs with ring/chain oxidation ratios ranging from 96.7/3.3 to 99.9/0.1, and total product yields from 93 % to 98 %. Moreover, turnover numbers up to 6360, 5670, and 3880 can be achieved for the oxidation of p-xylene, ethylbenzene, and mesitylene, respectively. Density functional theory calculations suggest that the active intermediate is an OsVIII nitrido oxo species.

Research Area(s)

  • alkylbenzenes, hydrogen peroxide, hydroxylation, nitrido, osmium complexes

Citation Format(s)

Highly Selective and Efficient Ring Hydroxylation of Alkylbenzenes with Hydrogen Peroxide and an Osmium(VI) Nitrido Catalyst. / Kwong, Hoi-Ki; Lo, Po-Kam; Yiu, Shek-Man; Hirao, Hajime; Lau, Kai-Chung; Lau, Tai-Chu.

In: Angewandte Chemie - International Edition, Vol. 56, No. 40, 25.09.2017, p. 12260-12263.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review