6533b7d0fe1ef96bd125a5dd

RESEARCH PRODUCT

Unveiling the nature of supramolecular crown ether–C60 interactions

Juan AragóJoaquín CalboLuis MoreiraEnrique OrtíRafael M. Krick CalderonNazario MartínBeatriz M. IllescasJosé SantosJean-françoise NierengartenDirk M. Guldi

subject

chemistry.chemical_classification010405 organic chemistryStereochemistryHeteroatomSupramolecular chemistryQuímica orgánica-General ChemistryNaturwissenschaftliche Fakultät010402 general chemistryPhotochemistry01 natural sciences3. Good health0104 chemical sciencesRadical ionchemistryExcited stateddc:540Ultrafast laser spectroscopyGround stateSpectroscopyCrown ether

description

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.

10.1039/c5sc00850fhttps://eprints.ucm.es/36157/