Published 1978
| public
Journal Article
^(15)N Nuclear Magnetic Resonance Spectroscopic Investigation of Differential Rates of Base-Catalyzed N-H Proton-Exchange Reactions of 1-aza-2-Cycloheptanone and 1-aza-2-Cycloheptanethione
- Creators
- Yavari, Issa
- Roberts, John D.
Chicago
An error occurred while generating the citation.
Abstract
Natural-abundance proton-coupled ^(15)N NMR spectra of an equimolar solution of the title compounds in dimethyl sulfoxide, to which was added aqueous sodium hydroxide, show that N-H proton exchange of the thiolactam is about 1500 times faster than that of the lactam at 25°C. This rate difference is suggested to arise from a greater contribution of the polar resonance structure for the thiolactam.
Additional Information
© 1978 Pergamon Press Ltd. Received in USA 18 April 1978; received in UK for publication 16 May 1978. Supported by the National Science Foundation, and by the Public Health Service, Research Grant No. GM-11073 from the Division of General Medical Sciences.Additional details
- Eprint ID
- 61480
- DOI
- 10.1016/S0040-4039(01)94808-7
- Resolver ID
- CaltechAUTHORS:20151023-101624619
- NSF
- U.S. Public Health Service (USPHS)
- GM-11073
- Created
-
2015-10-26Created from EPrint's datestamp field
- Updated
-
2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 5764