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Highly Selective and Efficient Ring Hydroxylation of Alkylbenzenes with Hydrogen Peroxide and an Osmium(VI) Nitrido Catalyst.
- Source :
-
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2017 Sep 25; Vol. 56 (40), pp. 12260-12263. Date of Electronic Publication: 2017 Aug 23. - Publication Year :
- 2017
-
Abstract
- The Os <superscript>VI</superscript> nitrido complex, Os <superscript>VI</superscript> (N)(quin) <subscript>2</subscript> (OTs) (1, quin=2-quinaldinate, OTs=tosylate), is a highly selective and efficient catalyst for the ring hydroxylation of alkylbenzenes with H <subscript>2</subscript> O <subscript>2</subscript> 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 Os <superscript>VIII</superscript> nitrido oxo species.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Details
- Language :
- English
- ISSN :
- 1521-3773
- Volume :
- 56
- Issue :
- 40
- Database :
- MEDLINE
- Journal :
- Angewandte Chemie (International ed. in English)
- Publication Type :
- Academic Journal
- Accession number :
- 28734083
- Full Text :
- https://doi.org/10.1002/anie.201705986