Campus Units

Chemistry, Ames Laboratory

Document Type

Article

Publication Version

Accepted Manuscript

Publication Date

5-29-2019

Journal or Book Title

Green Chemistry

DOI

10.1039/C9GC01337G

Abstract

Selective oxidation of olefins to α,β-unsaturated ketones under mild reaction conditions have attracted considerable interest, since α,β-unsaturated ketones can serve to be synthetic precursors for various downstream chemical products. The major challenges inherently with this chemical oxidation are chem-, regio-selectivity as well as environmental concerns, i.e. catalyst recycle, safety and cost. Using atmospheric oxygen as an environmental friendly oxidant, we found that a metal-organic framework (MOF) constructed with Mn and tetrazolate ligand (CPF-5) showed good activity and selectivity for the allylic oxidation of olefins to α,β-unsaturated ketones. Under the optimized condition, we could achieve 98% conversion of cyclohexene and 87% selectivity toward cyclohexanone. The combination of a substoichiometric amount of TBHP (tert-butylhydroperoxide) and oxygen not only provides a cost effective oxidation system but significantly enhances the selectivity to α,β-unsaturated ketones, outperforming most reported oxidation methods. This catalytic system is heterogeneous in nature, and CPF-5 could be reused at least five times without a significant decrease in its catalytic activity and selectivity.

Comments

This is a manuscript of an article published as Chen, Jingwen, Minda Chen, Biying Zhang, Renfeng Nie, Ao Huang, Tian Wei Goh, Alexander Volkov, Zhiguo Zhang, Qilong Ren, and Wenyu Huang. "Allylic oxidation of olefins with a manganese-based metal-organic framework." Green Chemistry (2019). DOI: 10.1039/C9GC01337G. Posted with permission.

Copyright Owner

The Royal Society of Chemistry

Language

en

File Format

application/pdf

Available for download on Friday, May 29, 2020

Published Version

Included in

Chemistry Commons

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