Porphyrin–Polyyne [3]- and [5]Rotaxanes | Zendy

Daniel R. Kohn | Zendy; Levon D. Movsisyan | Zendy; Amber L. Thompson | Zendy; Harry L. Anderson | Zendy

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

Author(s) -

Daniel R. Kohn,

Levon D. Movsisyan,

Amber L. Thompson,

Harry L. Anderson

Publication year - 2017

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.6b03528

Subject(s) - porphyrin , chemistry , rotaxane , photochemistry , intermolecular force , phenanthroline , pyrrole , excited state , molecular machine , fluorescence , supramolecular chemistry , crystal structure , crystallography , molecule , nanotechnology , organic chemistry , materials science , physics , nuclear physics , quantum mechanics

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 porphyrin, and from the phenanthroline to the hexayne.

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