Highly shape- and regio-selective peroxy-trifluoromethylation of styrene by metal-organic framework Cu-3(BTC)(2)

Release Time:2019-03-11  Hits:

Indexed by: Journal Article

Date of Publication: 2017-12-21

Journal: CATALYSIS SCIENCE & TECHNOLOGY

Included Journals: EI、SCIE

Volume: 7

Issue: 4

Page Number: 5872-5881

ISSN: 2044-4753

Abstract: The peroxy and trifluoromethyl groups play important roles in pharmacy, but it is challenging to introduce both of them selectively into the target molecules in a homogeneous catalytic system. In the presence of the easily available metal-organic framework Cu-3(BTC)(2) (also well known as HKUST-1), novel peroxy-trifluoromethylation of styrenes was achieved in a heterogeneous mode. The rigid 3D framework of Cu-3(BTC)(2) is necessary to maintain the structural integrity of the binuclear paddle-wheel Cu(II) catalytic center for the effective electrophilic activation of Togni's reagent and TBHP with a low loading amount of the catalyst and its easy re-use, and the bowl bottom-like confined environment around the copper node is vital for the discrimination of reaction sites with different steric demands. Compared with homogeneous copper salts, the heterogeneous Cu-3(BTC)(2) showed superior catalytic activity and intrinsic shape- and regio-selectivity for this reaction. The peroxy moieties of the products could be easily converted to carbonyl or hydroxyl groups for further applications.

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