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Issue 8, 2015
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Unveiling the nature of supramolecular crown ether–C60 interactions

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Abstract

A series of exTTF-(crown ether)2 receptors, designed to host C60, has been prepared. The size of the crown ether and the nature of the heteroatoms have been systematically changed to fine tune the association constants. Electrochemical measurements and transient absorption spectroscopy assisted in corroborating charge transfer in the ground state and in the excited state, leading to the formation of radical ion pairs featuring lifetimes in the range from 12 to 21 ps. To rationalize the nature of the exTTF-(crown ether)2·C60 stabilizing interactions, theoretical calculations have been carried out, suggesting a synergetic interplay of donor–acceptor, π–π, n–π and CH⋯π interactions, which is the basis for the affinity of our novel receptors towards C60.

Graphical abstract: Unveiling the nature of supramolecular crown ether–C60 interactions

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Supplementary files

Article information


Submitted
09 Mar 2015
Accepted
14 May 2015
First published
18 May 2015

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2015,6, 4426-4432
Article type
Edge Article
Author version available

Unveiling the nature of supramolecular crown ether–C60 interactions

L. Moreira, J. Calbo, R. M. Krick Calderon, J. Santos, B. M. Illescas, J. Aragó, J. Nierengarten, D. M. Guldi, E. Ortí and N. Martín, Chem. Sci., 2015, 6, 4426
DOI: 10.1039/C5SC00850F

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