Issue 8, 2015

Unveiling the nature of supramolecular crown ether–C60 interactions


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

Supplementary files

Article information

Article type
Edge Article
09 Mar 2015
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
Creative Commons BY license

Chem. Sci., 2015,6, 4426-4432

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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity