Affiliation:
1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan
Abstract
Dianilinotripyrrin was condensed with phenylboronic acid at high temperature to give its phenylboron(III) complex in which the conjugation system changed to serve as a divalent ligand. As a result, two aniline moieties form an intramolecular hydrogen bond between the NH and iminic N sites, fixing the conformation to stand as a closed macrocycle. The structure of this macrocycle contains both cone-shaped boron center and helical terminal moieties. The twisted helical moieties can be perturbed by the substituents at the aniline moiety, while the optical properties are not drastically altered thereby. [Formula: see text]-Phenylene-bridged face-to-face dimer was also synthesized by the same approach, which exhibited negligible electronic communication between the chromophores.
Publisher
World Scientific Pub Co Pte Ltd