Article
Synthesis of an Ortho-Triazacyclophane: N,N',N''-Trimethyltribenzo-1,4,7-triazacyclononatriene
Journal of Organic Chemistry
Document Type
Article
Publication Date
10-25-2010
Pages
7887–7892
Publisher Name
American Chemical Society
Disciplines
Abstract
N,N',N''-Trimethyltribenzo-1,4,7-triazacyclononatriene has been synthesized via sequential palladium-catalyzed Buchwald-Hartwig N-arylation reactions affording the 9-membered triaza o-cyclophane in 35% overall yield. An X-ray crystal structure shows the new cyclophane to have a C(2)-symmetric saddle conformation, as compared to the crown conformation exhibited by the related carbocyclic cyclotriveratrylene (CTV).
Creative Commons License
Creative Commons Attribution-Noncommercial-No Derivative Works 3.0
Copyright Statement
© 2010 American Chemical Society
Citation Information
Andria M. Panagopoulos, Matthias Zeller and Daniel P. Becker. "Synthesis of an Ortho-Triazacyclophane: N,N',N''-Trimethyltribenzo-1,4,7-triazacyclononatriene" Journal of Organic Chemistry Vol. 75 Iss. 22 (2010) Available at: http://works.bepress.com/daniel_p_becker/91/
Author Posting © American Chemical Society, 2010. This is the author's version of the work. It is posted here by permission of American Chemical Society for personal use, not for redistribution. The definitive version was published in Journal of Organic Chemistry, Volume 75, Issue 22, October 25, 2010. http://dx.doi.org/10.1021/jo1017074