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Issue 8, 2011
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Enhanced binding strengths of acyclic porphyrin hosts with endohedral metallofullerenes

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Abstract

The complementary use of spectroscopy and electrochemistry shed light onto the supramolecular interactions of calixarene scaffold bearing bisporphyrins 1 and 2 as hosts with a series of fullerenes –C60, Sc3N@C80, and Lu3N@C80 – as guest molecules. Importantly, the present work shows a noticeable variation in binding strength when C60 or endohedral fullerene guests are included into the bisporphyrins hosts. These sizeable differences could be clarified by computational models of the host–guest complexes, on the one hand, and a systematic investigation of the electron transfer chemistry, on the other hand. Detailed studies document an oxidative charge transfer (i.e., electron transfer from the bisporphyrin to the fullerene) for the C60 inclusion complexes, while a reductive charge transfer (i.e., electron transfer from the fullerene to porphyrin) is operative in the endohedral metallofullerene host–guest complexes.

Graphical abstract: Enhanced binding strengths of acyclic porphyrin hosts with endohedral metallofullerenes

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Publication details

The article was received on 11 Nov 2010, accepted on 28 Apr 2011 and first published on 18 May 2011


Article type: Edge Article
DOI: 10.1039/C0SC00569J
Citation: Chem. Sci., 2011,2, 1530-1537

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    Enhanced binding strengths of acyclic porphyrin hosts with endohedral metallofullerenes

    B. Grimm, J. Schornbaum, C. M. Cardona, J. D. van Paauwe, P. D. W. Boyd and D. M. Guldi, Chem. Sci., 2011, 2, 1530
    DOI: 10.1039/C0SC00569J

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