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Chiral Induction in Buckminsterfullerene Using a Metal–Organic Framework
Author(s) -
Lo ShaoWei,
Kitao Takashi,
Nada Yusuke,
Murata Kei,
Ishii Kazuyuki,
Uemura Takashi
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202105967
Subject(s) - buckminsterfullerene , chirality (physics) , circular dichroism , enantioselective synthesis , symmetry breaking , atomic orbital , chemistry , metal , chemical physics , materials science , computational chemistry , fullerene , nanotechnology , chiral symmetry breaking , crystallography , physics , organic chemistry , electron , catalysis , quantum mechanics , nambu–jona lasinio model
Chiral induction is an emerging topic of interest in various areas of chemistry because of its relationship to the elusive mechanism of spontaneous symmetry breaking in nature. Buckminsterfullerene (C 60 ) with the shape of a highly symmetric truncated icosahedron has rarely been referred for chiral induction due to the difficult symmetry breaking. In this work, we demonstrate that a chiral metal–organic framework (MOF) can provide a key field for chiral induction. C 60 could be incorporated into the chiral nanochannels of the MOF using an in situ self‐assembly strategy. The circular dichroism spectra of the resulting nanocomposites showed an intense chiral signal in the absorption region of C 60 . Experimental and theoretical studies showed that this unprecedented chiral induction of C 60 was attributed to hybridization of the molecular orbitals through a close association with the pore surface of the MOF. Our method can endow highly symmetric achiral compounds with chirality, paving the new way toward fabrication of novel chiral nanomaterials.