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高度缺电子苄醇的催化 Friedel-Crafts 反应。

Catalytic Friedel-Crafts Reactions of Highly Electronically Deactivated Benzylic Alcohols.

机构信息

University of Strasbourg, CNRS, ISIS UMR 7006, 67000, Strasbourg, France.

出版信息

Angew Chem Int Ed Engl. 2017 Mar 6;56(11):3085-3089. doi: 10.1002/anie.201612573. Epub 2017 Feb 3.

DOI:10.1002/anie.201612573
PMID:28156038
Abstract

Highly electronically deactivated benzylic alcohols, including those with a CF group adjacent to the OH-bearing carbon, undergo dehydrative Friedel-Crafts reactions upon exposure to catalytic Brønsted acid in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) solvent. Titration and kinetic experiments support the involvement of higher order solvent/acid clusters in catalysis.

摘要

高度电子去活化的苄醇,包括那些在 OH 碳相邻处具有 CF 基团的苄醇,在 1,1,1,3,3,3-六氟-2-丙醇(HFIP)溶剂中暴露于催化布朗斯特酸时会发生脱水傅-克反应。滴定和动力学实验支持更高阶的溶剂/酸簇在催化中的参与。

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