Issue 5, 2012
From the journal:

Organic & Biomolecular Chemistry

New strapped porphyrins as hosts for fullerenes: synthesis and complexation study†

Jean-Benoît Giguèrea  and  Jean-François Morin*a  

* Corresponding authors

a Département de Chimie et Centre de Recherche sur les Matériaux Avancés (CERMA), Pavillon A.-Vachon, 1045 Ave de la Médecine, Université Laval, Québec, Canada
E-mail: jean-francois.morin@chm.ulaval.ca
Fax: +1-418-656-7916
Tel: +1-418-656-2812

Abstract

New strapped porphyrin-based hosts with different π-conjugated moieties and linkers have been prepared and their ability to bind with fullerenes was studied in dilute solution. We found that the ability of these hosts to bind with fullerenes strongly depends on their chemical nature and more precisely on the substitution pattern of the porphyrin deck. As expected, the more electron-rich hosts containing either an exTTF or a porphyrin unit as the strap bind fullerenes more efficiently with association constants of up to 3.9 × 105 M−1. The results clearly demonstrate the potential of such hosts as a supramolecular scaffold for surface immobilization of pristine fullerenes.

Graphical abstract: New strapped porphyrins as hosts for fullerenes: synthesis and complexation study

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Article information

DOI
https://doi.org/10.1039/C1OB06643A
Article type
Paper
Submitted
27 Sep 2011
Accepted
25 Oct 2011
First published
26 Oct 2011

Org. Biomol. Chem., 2012,10, 1047-1051

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New strapped porphyrins as hosts for fullerenes: synthesis and complexation study

J. Giguère and J. Morin, Org. Biomol. Chem., 2012, 10, 1047 DOI: 10.1039/C1OB06643A

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