This work was supported by the National Institutes of Health. We thank Dr. Shaoxiong Wu for help with the PGSE NMR experiments.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/olbannercenter.gif?v=1&s=c083e1920cd41ed129901c116018eab93b5ad3c4)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
[12]Annulene Gemini Surfactants: Structure and Self-Assembly†
Article first published online: 6 JUL 2007
DOI: 10.1002/anie.200702140
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Shi, L., Lundberg, D., Musaev, Djamaladdin G. and Menger, Fredric M. (2007), [12]Annulene Gemini Surfactants: Structure and Self-Assembly. Angew. Chem. Int. Ed., 46: 5889–5891. doi: 10.1002/anie.200702140
- †
Publication History
- Issue published online: 25 JUL 2007
- Article first published online: 6 JUL 2007
- Manuscript Received: 15 MAY 2007
Funded by
- National Institutes of Health
Corrected by:
Corrigendum: [12]Annulene Gemini Surfactants: Structure and Self-Assembly
Vol. 46, Issue 48, 9135, Article first published online: 5 DEC 2007
Keywords:
- annulenes;
- density functional calculations;
- gemini surfactants;
- micelles;
- self-assembly
The long and short of it: Gemini surfactants with a non-Hückel diaza[12]annulene core have been synthesized (see picture). DFT computations give a minimum-energy conformation with alternate shorter and longer bonds, and with the two N substituents pointing away from each other. Studies on the aggregation of the molecules in water show they encounter packing difficulties, with no evidence for ring/ring interactions at the micelle surfaces.