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六氟异丙醇在有机合成中的应用。

HFIP in Organic Synthesis.

机构信息

Divison of Chemical Biology and Medicinal Chemistry, UNC Eshelman School of Pharmacy, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599 United States.

Department of Chemistry, University of North Carolina Wilmington, Wilmington, North Carolina 28403 United States.

出版信息

Chem Rev. 2022 Aug 10;122(15):12544-12747. doi: 10.1021/acs.chemrev.1c00749. Epub 2022 Jul 17.

DOI:10.1021/acs.chemrev.1c00749
PMID:35848353
Abstract

1,1,1,3,3,3-Hexafluoroisopropanol (HFIP) is a polar, strongly hydrogen bond-donating solvent that has found numerous uses in organic synthesis due to its ability to stabilize ionic species, transfer protons, and engage in a range of other intermolecular interactions. The use of this solvent has exponentially increased in the past decade and has become a solvent of choice in some areas, such as C-H functionalization chemistry. In this review, following a brief history of HFIP in organic synthesis and an overview of its physical properties, literature examples of organic reactions using HFIP as a solvent or an additive are presented, emphasizing the effect of solvent of each reaction.

摘要

1,1,1,3,3,3-六氟异丙醇(HFIP)是一种具有强氢键供体性质的极性溶剂,由于其能够稳定离子物种、传递质子以及参与多种其他分子间相互作用,因此在有机合成中得到了广泛应用。在过去十年中,这种溶剂的使用呈指数级增长,并且在某些领域(如 C-H 官能化化学)已成为首选溶剂。在简要回顾了 HFIP 在有机合成中的历史及其物理性质概述之后,本文呈现了使用 HFIP 作为溶剂或添加剂的有机反应的文献实例,重点介绍了每种反应的溶剂效应。

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