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Synthesis of an ortho-triazacyclophane: N,N',N''-trimethyltribenzo-1,4,7-triazacyclononatriene.

Authors :
Panagopoulos AM
Zeller M
Becker DP
Source :
The Journal of organic chemistry [J Org Chem] 2010 Nov 19; Vol. 75 (22), pp. 7887-92. Date of Electronic Publication: 2010 Oct 25.
Publication Year :
2010

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 C2-symmetric saddle conformation, as compared to the crown conformation exhibited by the related carbocyclic cyclotriveratrylene (CTV).

Details

Language :
English
ISSN :
1520-6904
Volume :
75
Issue :
22
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
20973522
Full Text :
https://doi.org/10.1021/jo1017074