Synfacts 2008(2): 0148-0148  
DOI: 10.1055/s-2007-992418
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Donor-Acceptor Triazene Chromophores

Contributor(s): Timothy M. Swager, Trisha L. Andrew
D. M. Khramov, C. W. Bielawski*
University of Texas at Austin, USA
Further Information

Publication History

Publication Date:
23 January 2008 (online)


A series of conjugated triazenes were synthesized in excellent yield by the coupling of an N-heterocyclic carbene (NHC) and an azide. The triazene moiety was shown to be a good electron donor by the bathochromic shift in the absorption maximum upon introduction of a terminal acceptor group on the azide end of the chromo­phore. Moreover, the triazene moiety was found to act as an efficient bridge for additional donor-acceptor interactions between functional groups on the terminal ends of the chromophore.