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Efficient Synthesis, Structure, and Complexation Studies of Electron‐Donating Thiacalix[ n ]dithienothiophene
Author(s) -
Inoue Ryota,
Hasegawa Masashi,
Nishinaga Tohru,
Yoza Kenji,
Mazaki Yasuhiro
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201410970
Subject(s) - redox , delocalized electron , cavitand , chemistry , electron delocalization , molecule , crystallography , janus , materials science , inorganic chemistry , nanotechnology , supramolecular chemistry , organic chemistry
A series of thiacalix[n]dithiothiophenes (n=4–10) was prepared by a facile method and X‐ray analysis was used to determine the molecular structures of square‐ (4‐mer) and pentagonal‐shaped macrocycles (5‐mer). In the cyclic voltammograms, reversible multielectron redox processes, which are due to electronic delocalization, were observed at low oxidation potentials. The cyclic 4‐mer acted as a “Janus‐head” cavitand for two C 60 molecules, whereas the 5‐ and 6‐mer formed stable 1:1 complexes with C 60 .