A C84 selective porphyrin macrocycle with an adaptable cavity constructed through alkyne metathesis

Chenxi Zhang; Hai Long; Wei Zhang

doi:10.1039/C2CC32571C

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Chemical Communications

Issue 49, 2012

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A C₈₄ selective porphyrin macrocycle with an adaptable cavity constructed through alkyne metathesis

Chenxi Zhang,^a Hai Long^b and Wei Zhang*^a

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Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, USA
E-mail: wei.zhang@colorado.edu ;
Fax: +1 303-492-5894 ;
Tel: +1 303-492-0652

National Renewable Energy Laboratory, Golden, CO 80401, USA

Chem. Commun., 2012,48, 6172-6174

DOI: 10.1039/C2CC32571C
Received 11 Apr 2012, Accepted 27 Apr 2012
First published online 02 May 2012

This article is part of themed collection: Aromaticity

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Abstract
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A bisporphyrin macrocycle was constructed from a porphyrin-based diyne monomer in one step through alkyne metathesis. The fullerene binding studies (C₆₀, C₇₀ and C₈₄) showed the highest binding affinity of the macrocycle for C₈₄, which is in great contrast to its bisporphyrin four-armed cage analogue that showed the strongest binding with C₇₀.

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A C₈₄ selective porphyrin macrocycle with an adaptable cavity constructed through alkyne metathesis