Synthesis and self-association of syn-5,10,15-trialkylated truxenes.
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.
de Frutos
Oscar
O
Departamento de Química Orgánica Universidad Autónoma de Madrid Cantoblanco, 28049 Madrid, Spain.
Granier
Thierry
T
Gómez-Lor
Berta
B
Jiménez-Barbero
Jesús
J
Monge
Angeles
A
Gutiérrez-Puebla
Enrique
E
Echavarren
Antonio M
AM