Can the -CF3 Group Act as a Tight, Well-Defined Hydrogen Bond Acceptor? A Clear Crystallographic CF2-F<middle dot><middle dot><middle dot>H-N+ Interaction Says Yes

被引：1

作者：

Wang, Muyuan ^{[1
]}

Garrison, Nathaniel ^{[1
]}

Nguyen, Phuong Minh ^{[1
]}

Prasad, Aarush ^{[1
]}

Wang, Yuang ^{[1
]}

Kwon, Hyeok-Kyu ^{[1
]}

Kim, Gina ^{[1
]}

Siegler, Maxime A. ^{[1
]}

Lectka, Thomas ^{[1
]}

机构：

[1] Johns Hopkins Univ, Dept Chem, 3400 North Charles St, Baltimore, MD 21218 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 13期

基金：

美国国家科学基金会;

关键词：

FLUORINE;

D O I：

10.1021/acs.joc.4c00873

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The CF3 group is well noted for being noninteractive with other functional groups. In this Note, we present a highly rigid model system containing a significant hydrogen bonding interaction between a charged N-H donor and a CF3 acceptor that challenges this accepted wisdom. Spectroscopic and single crystal X-ray crystallography data characterize this interaction, consistent with a weak to moderate hydrogen bond that would be difficult to observe in an intermolecular system.

引用

页码：9681 / 9685

页数：5

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