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三氟甲磺酸铋(III)与醇的催化、可调、一步反应:脱水与二聚反应

Catalytic, Tunable, One-Step Bismuth(III) Triflate Reaction with Alcohols: Dehydration Versus Dimerization.

作者信息

Kolsi Laura E, Yli-Kauhaluoma Jari, Moreira Vânia M

机构信息

Drug Research Program, Division of Pharmaceutical Chemistry and Technology, Faculty of Pharmacy, University of Helsinki, Viikinkaari 5 E, P.O. Box 56, FI-00014 Helsinki, Finland.

Strathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, U.K.

出版信息

ACS Omega. 2018 Aug 9;3(8):8836-8842. doi: 10.1021/acsomega.8b01401. eCollection 2018 Aug 31.

Abstract

Bi(OTf)·HO is a powerful catalyst for the dehydration of tertiary alcohols into alkenes in apolar solvents. The reaction proceeds smoothly and selectively, with amounts as low as 0.01 mol % catalyst, in yields up to 93%. Moreover, in polar solvents, Bi(OTf)·HO (0.1-1 mol %) selectively catalyzes the dimerization of the alcohols instead, forming new C-C bonds, in yields up to 96%. This mild, efficient, economic, and eco-friendly method is applicable across different chemical classes and amenable to several functional groups.

摘要

三氟甲磺酸铋·水合物是一种强大的催化剂,可在非极性溶剂中将叔醇脱水生成烯烃。该反应进行顺利且具有选择性,催化剂用量低至0.01 mol%时,产率高达93%。此外,在极性溶剂中,三氟甲磺酸铋·水合物(0.1 - 1 mol%)反而选择性地催化醇的二聚反应,形成新的碳 - 碳键,产率高达96%。这种温和、高效、经济且环保的方法适用于不同的化学类别,并且适用于多种官能团。

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