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Single-Acetylene Linked Porphyrin Nanorings.

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 symmetr...

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Published in:Journal of the American Chemical Society Vol. 139; no. 46; pp. 16502 - 16506
Main Authors: Rickhaus, Michel, Jentzsch, Andreas Vargas, Tejerina, Lara, Grubner, Isabell, Jirasek, Michael, Claridge, Timothy D. W., Anderson, Harry L.
Format: Article
Published: American Chemical Society 11/22/2017
Subjects:
Chemical synthesis
Acetylene
Porphyrins
Density functional theory
Nanoparticles
Ring formation (Chemistry)
Online Access:View this record in EBSCOhost
Summary: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 D and D, respectively, in solution by 1H NMR. The fluorescence spectra indicate that the singlet excited states of these nanorings are highly delocalized.