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Title: Spectroscopic and Crystallographic Characterization of the R 3 N + −C−H⋅⋅⋅X Interaction
Abstract

As appreciation for nonclassical hydrogen bonds has progressively increased, so have efforts to characterize these interesting interactions. Whereas several kinds of C−H hydrogen bonds have been well‐studied, much less is known about the R3N+−C−H⋅⋅⋅X variety. Herein, we present crystallographic and spectroscopic evidence for the existence of these interactions, with special relevance to Selectfluor chemistry. Of particular note is the propensity for Lewis bases to engage in nonclassical hydrogen bonding over halogen bonding with the electrophilic F atom of Selectfluor. Further, the first examples of1H NMR experiments detailing R3N+−C−H⋅⋅⋅X (X=O, N) hydrogen bonds are described.

 
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Award ID(s):
2102116
NSF-PAR ID:
10447036
Author(s) / Creator(s):
 ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Chemistry – A European Journal
Volume:
28
Issue:
8
ISSN:
0947-6539
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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