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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 4: 1639 - 1645

DOI: https://doi.org/10.6023/cjoc202008032

ARTICLES

Polyselenide-Catalyzed Cyclohexene Oxidation to Produce 1,2-Cyclohexanediol

  • Jiejun Huang ,
  • Rongrong Qian ,
  • Shuang Wang ,
  • Hong'en Cao
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  • a School of Horticulture and Plant Protection, Yangzhou University, Yangzhou, Jiangsu 225009
    b Jiangsu College of Tourism, Yangzhou, Jiangsu 225127
    c Jiangsu Yangnong Chemical Group Co. Ltd, Yangzhou, Jiangsu 225009
* Corresponding author. E-mail:

Received date: 2020-08-18

  Revised date: 2020-09-26

  Online published: 2020-12-19

Supported by

National Key Research and Development Program of China(2018YFD0200100); Priority Academic Program Development of Jiangsu Higher Education Institutions

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Abstract

A new method for one-step synthesis of polyselenide was developed. The material was found to be an efficient and recyclable catalyst for the dihydroxylation of cyclohexene to produce 1,2-cyclohexanediol, which was an important inter- mediate for the synthesis of many fine chemicals. Interestingly, the unique structure of the catalyst at molecular level resulted in a novel free-radical reaction methanism allowing the utilization of O2 as the supplementary oxidant, which was quite different from most of the reported organoselenium-catalyzed reactions.

Key words： selenium; polyselenide; cyclohexene; 1,2-cyclohexanediol; green oxidation

Cite this article

Jiejun Huang , Rongrong Qian , Shuang Wang , Hong'en Cao . Polyselenide-Catalyzed Cyclohexene Oxidation to Produce 1,2-Cyclohexanediol[J]. Chinese Journal of Organic Chemistry, 2021 , 41(4) : 1639 -1645 . DOI: 10.6023/cjoc202008032

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