Org. Lett., 7 (22), 5031 -5034, 2005. 10.1021/ol0520119 S1523-7060(05)02011-0
Web Release Date: September 27, 2005

Copyright © 2005 American Chemical Society

Influence of Substituents on the Strength of Aryl C-H···Anion Hydrogen Bonds

Vyacheslav S. Bryantsev and Benjamin P. Hay*

Chemical Science Division, Pacific Northwest National Laboratory, P.O. Box 999, Richland, Washington 99352

ben.hay@pnl.gov

Received August 19, 2005

Abstract:

When electron-withdrawing substituents are present, aryl C-H groups become powerful hydrogen bond donors, forming stronger complexes than obtained with conventional O-H and N-H groups.


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