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A Large π‐Extended Carbon Nanoring Based on Nanographene Units: Bottom‐Up Synthesis, Photophysical Properties, and Selective Complexation with Fullerene C 70
Author(s) -
Lu Dapeng,
Zhuang Guilin,
Wu Haotian,
Wang Song,
Yang Shangfeng,
Du Pingwu
Publication year - 2017
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.201608963
Subject(s) - nanoring , fullerene , materials science , supramolecular chemistry , molecule , carbon fibers , nanotechnology , characterization (materials science) , dendrimer , chemistry , polymer chemistry , organic chemistry , composite material , composite number
Herein we report the organoplatinum‐mediated bottom‐up synthesis, characterization, and properties of a novel large π‐extended carbon nanoring based on a nanographene hexa‐ peri ‐hexabenzocoronene (HBC) building unit. This tubular structure can be considered as an example of the longitudinal extension of the cycloparaphenylene scaffold to form a large π‐extended carbon nanotube (CNT) segment. The cyclic tetramer of a tetramesityl HBC ([4]CHBC) was synthesized by the reaction of a 2,11‐diborylated hexa‐ peri ‐hexabenzocoronene with a platinum complex, followed by reductive elimination. The structure of this tubular molecule was further confirmed by physical characterization. Theoretical calculations indicate that the strain energy of this nanoring is as high as 49.18 kcal mol −1 . The selective supramolecular host–guest interaction between [4]CHBC and C 70 was also investigated.