Single-Acetylene Linked Porphyrin Nanorings

J Am Chem Soc. 2017 Nov 22;139(46):16502-16505. doi: 10.1021/jacs.7b10710. Epub 2017 Nov 9.

Abstract

The synthesis of ethyne-linked porphyrin nanorings has been achieved by template-directed Sonogashira coupling. The cyclic hexamer and octamer are predicted by density functional theory to adopt low symmetry conformations, due to dihedral twists between neighboring porphyrin units, but their symmetries are effectively D6h and D8h, respectively, in solution by 1H NMR. The fluorescence spectra indicate that the singlet excited states of these nanorings are highly delocalized.

Publication types

  • Research Support, Non-U.S. Gov't