Synthesis, Photophysical and Supramolecular Properties of a π-Conjugated Molecular Crown Containing a Pentagonal Unit: A Model Compound for Fullerene C240

被引:7
作者
Huang, Qiang [1 ]
Wu, Yayu [1 ]
Zhou, Yu [1 ]
Liu, Huiqing [1 ]
Wang, Jinyi [1 ]
Wang, Shengda [1 ]
Du, Pingwu [1 ]
机构
[1] Univ Sci & Technol China USTC, IChEM Collaborat Innovat Ctr Chem Energy Mat, Hefei Natl Lab Phys Sci Microscale, Dept Mat Sci & Engn,CAS Key Lab Mat Energy Conver, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China
来源
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 17期
基金
中国国家自然科学基金;
关键词
carbon onion; fullerenes; macrocycles; bottom-up synthesis; supramolecular chemistry; CORANNULENE; REACTIVITY; NETWORKS; CLOSURE; C-70;
D O I
10.1055/s-0040-1707963
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of carbon onions is a significant challenge in the fields of materials science and organic chemistry. To date, the synthesis of even a fragment of fullerene C(240)and its smallest carbon onion C-60@C(240)remains poorly explored. Herein, we demonstrate a bottom-up strategy to produce a novel pi-extended molecular crown-shaped molecule (MC3) containing curved pentagonal and hexagonal units. This molecular crown represents a curved model compound for fullerene C(240)and is fully characterized by NMR, mass spectrometry, UV-vis absorption, and from its emission spectra. Its supramolecular host-guest interaction with fullerene C(60)is also investigated. MC3 and C-60@MC3 can potentially be employed as seeds or templates for the bottom-up synthesis of fullerene C(240)and the carbon onion C-60@C-240, respectively.
引用
收藏
页码:2535 / 2540
页数:6
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