Synthesis and Dynamic Behaviors of 5,7,8,10-Tetraphenyl-1,14-dianilinotripyrrins

Abstract

5,7,8,10-Tetraphenyl-1,14-di(arylamino)tripyrrins have been synthesized via 5,7,8,10-tetraphenyltripyrrane. The structures and dynamic equilibrium between single helical monomer and double helical dimer were analyzed by ¹H NMR spectra and X-ray diffraction analysis. Their dimerization association constants in CDCl₃ are larger than those of previously reported dianilinotripyrrin derivatives. In DMSO, they exhibited luminescence around 700 nm as a consequence of restricted rotational relaxation by the phenyl groups installed at the 7,8-positions.

Key words

double helix - tripyrrin - dynamic equilibrium - luminescence - solvent effect - X-ray diffraction analysis

Publication History

Received: 15 February 2024

Accepted after revision: 25 April 2024

Accepted Manuscript online:
25 April 2024

Article published online:
15 May 2024

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