Published December 1, 1978
| public
Journal Article
Natural-abundance nitrogen-15 nuclear magnetic resonance spectroscopy. Electronic effects in benzenesulfonamides
Chicago
Abstract
The ^(15)N chemical shifts of a number of benzenesulfonamides with different substituents at nitrogen have been measured in dimethyl sulfoxide solution and compared to those of similarly substituted benzenamines and ethanamides. The relative extent of phenyl-sulfur and nitrogen-sulfur p_π-d_π orbital overlap is discussed. Substitution of C_6H_5SO_2 for one benzyl group of N,N-dibenzylethanamide results in considerable lowering of the free energy of activation of the N-CO bond rotation.
Additional Information
© 1978 American Chemical Society. Received May 24, 1978. Supported by the National Science Foundation and by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences.Additional details
- Eprint ID
- 60865
- Resolver ID
- CaltechAUTHORS:20151007-093104006
- NSF
- U.S. Public Health Service (USPHS)
- GM-11072
- Created
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2015-10-07Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field