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Porphyrin-Polyyne [3]- and [5]Rotaxanes.


ABSTRACT: Porphyrin-polyyne [3]- and [5]rotaxanes have been synthesized by condensing aldehyde-rotaxanes with pyrrole or dipyrromethane. The crystal structure of a [3]rotaxane shows that the macrocycles adopt compact conformations, holding the hexaynes near the porphyrin core, and that the phenanthroline units form intermolecular ?-stacked dimers in the solid. Fluorescence spectra reveal singlet excited-state energy transfer from the threaded hexayne to the porphyrin, from the phenanthroline to the porphyrin, and from the phenanthroline to the hexayne.

SUBMITTER: Kohn DR 

PROVIDER: S-EPMC5354311 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Porphyrin-Polyyne [3]- and [5]Rotaxanes.

Kohn Daniel R DR   Movsisyan Levon D LD   Thompson Amber L AL   Anderson Harry L HL  

Organic letters 20170105 2


Porphyrin-polyyne [3]- and [5]rotaxanes have been synthesized by condensing aldehyde-rotaxanes with pyrrole or dipyrromethane. The crystal structure of a [3]rotaxane shows that the macrocycles adopt compact conformations, holding the hexaynes near the porphyrin core, and that the phenanthroline units form intermolecular π-stacked dimers in the solid. Fluorescence spectra reveal singlet excited-state energy transfer from the threaded hexayne to the porphyrin, from the phenanthroline to the porphy  ...[more]

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