Catalysis of Free C–C Bond Rotation: C–F---H–X H-Bonds Find a Catalytic Role

IF 14.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Journal of the American Chemical Society Pub Date : 2025-02-10 DOI:10.1021/jacs.4c17384
Muyuan Wang, Aarush Prasad, Nathaniel G. Garrison, Prabodh Rao, Hyeok-Kyu Kwon, Maxime A. Siegler, Thomas Lectka
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Abstract

There are few dynamic processes in organic chemistry that are more central to the molecular structure than C–C bond rotation. It is notable, however, that there exist few (if any) cases in which its hindered variants can actually be catalyzed. In this communication, we report a unique model system for the clear documentation of the catalysis of 360° C–C bond rotation that employs a transient but key N–H---F–C hydrogen bond as a linchpin and secondary “dual” charge-induced n → π* interactions and ion pairing effects that bolster catalysis.

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来源期刊
CiteScore
24.40
自引率
6.00%
发文量
2398
审稿时长
1.6 months
期刊介绍: The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.
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