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Functional Sulfur‐Doped Buckybowls and Their Concave–Convex Supramolecular Assembly with Fullerenes
Author(s) -
Liu YuMin,
Xia Dan,
Li BoWei,
Zhang QianYan,
Sakurai Tsuneaki,
Tan YuanZhi,
Seki Shu,
Xie SuYuan,
Zheng LanSun
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201606383
Subject(s) - supramolecular chemistry , fullerene , thermal stability , doping , self assembly , materials science , supramolecular assembly , nanotechnology , surface modification , crystallography , chemistry , crystal structure , optoelectronics , organic chemistry
Buckybowls are fascinating components of supramolecular assemblies owing to their unique bowl‐shaped π‐surfaces. Herein we present a protocol for the functionalization of a sulfur‐doped buckybowl, trithiasumanene, via a brominated intermediate, from which thiolated trithiasumanenes were derived. The curved surface and electron‐donating properties of thiolated trithiasumanenes promote their ready assembly with fullerenes to form concave–convex complexes. The supramolecular assembly behavior in solution was investigated by NMR analysis. The structures of supramolecular complexes were unambiguously characterized by crystallography. The crystals of the concave–convex complexes showed high thermal stability and photoconductivity.