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Single-Acetylene Linked Porphyrin Nanorings.

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 D_6h and D_8h, respectively, in solution by ¹H NMR. The fluorescence spectra indicate that the singlet excited states of these nanorings are highly delocalized.

SUBMITTER: Rickhaus M

PROVIDER: S-EPMC5719470 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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Single-Acetylene Linked Porphyrin Nanorings.

Rickhaus Michel M Vargas Jentzsch Andreas A Tejerina Lara L Grübner Isabell I Jirasek Michael M Claridge Timothy D W TDW Anderson Harry L HL

Journal of the American Chemical Society 20171109 46

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 d ...[more]

PMID: 29094947

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