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Unveiling the nature of supramolecular crown ether–C60 interactions

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Moreira, Luis and Calbo, Joaquín and Krick Calderón, Rafael M. and Santos, José and Illescas, Beatriz M. and Aragó, Juan and Nierengarten, Jean-Françoise and Guldi, Dirk M. and Orti, Enrique and Martín, Nazario (2015) Unveiling the nature of supramolecular crown ether–C60 interactions. Chemical Science, 6 . pp. 4426-4432.

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Official URL: http://pubs.rsc.org/en/content/articlepdf/2015/sc/c5sc00850f



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, which were determined by a number of complementary spectroscopic techniques. 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, p–p, n–p and CH/p interactions, which is the basis for theaffinity of our novel receptors towards C60.


Item Type:Article
Uncontrolled Keywords:Absorption spectroscopy; Charge transfer; Ethers; Excited states; Ground state; Ligands
Subjects:Sciences > Chemistry > Chemistry, Organic
ID Code:36157
Deposited On:07 Mar 2016 10:31
Last Modified:07 Mar 2016 13:28

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