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Synthesis and self-association of syn-5,10,15-trialkylated truxenes
Oscar de Frutos1, Thierry Granier, Berta Gómez-Lor
1Departamento de Química Orgánica Universidad Autónoma de Madrid Cantoblanco, 28049 Madrid, Spain.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|December 20, 2002
Abstract:
syn-Trialkylated truxenes have been synthesized by alkylation of the truxene trianion followed by base-catalyzed isomerization of the anti isomers. 1H NMR studies, including a determination of diffusion coefficients, as well as molecular mechanics calculations, demonstrate that these derivatives self-associate in solution through arene-arene interactions. The benzyl derivatives show the strongest associations, which are a result of both benzyl-benzyl and truxene-truxene interactions.