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A stereochemical test of similarly substituted tetramethylenediazene and cyclic azo decompositions in the gas phase at the same temperature

Dervan, Peter B. and Uyehara, Tadao (1976) A stereochemical test of similarly substituted tetramethylenediazene and cyclic azo decompositions in the gas phase at the same temperature. Journal of the American Chemical Society, 98 (7). pp. 2003-2005. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20160516-095354252

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Abstract

Valid comparisons of stereochemical tests directed toward an understanding of the behavior of 1,4-diradicals (1) generated by very different methods have been complicated by the lack of examples in the literature where the type of substituents, degree of substitution, and reaction conditions have been the same. We report here the first comparison of the product compositions from similarly substituted tetramethylenediazene1 (2) and six-membered cyclic azo (3) thermal decompositions carried out in the gas phase at the same temperature (306° and 439°). This stereochemical test bears on the important question of whether one can generate the same reactive species (e.g., 1,4-diradicals) by the extrusion of nitrogen 'by two very different methods and hence from two different points on an energy surface.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00423a078DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00423a078PublisherArticle
ORCID:
AuthorORCID
Dervan, Peter B.0000-0001-8852-7306
Additional Information:© 1976 American Chemical Society. Received November 3, 1975. Publication Date: March 1976. The authors are grateful to E. I. duPont de Nemours and Co., Research Corporation and the National Science Foundation (MPS75-06776) for their generous support.
Funders:
Funding AgencyGrant Number
E. I. duPont de Nemours and Co.UNSPECIFIED
NSFMPS75-06776
Other Numbering System:
Other Numbering System NameOther Numbering System ID
Caltech Crellin Laboratory of Chemistry7175
Issue or Number:7
Record Number:CaltechAUTHORS:20160516-095354252
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160516-095354252
Official Citation:A stereochemical test of similarly substituted tetramethylenediazene and cyclic azo decompositions in the gas phase at the same temperature Peter B. Dervan and Tadao Uyehara Journal of the American Chemical Society 1976 98 (7), 2003-2005 DOI: 10.1021/ja00423a078
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:67114
Collection:CaltechAUTHORS
Deposited By: Victoria Brennan
Deposited On:16 May 2016 21:59
Last Modified:03 Oct 2019 10:03

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