Synthesis and Properties of Conjugated Macrocycles Containing 2,7-Bis(2-thienyl)-9H-fluoren-9-one Units

被引：26
|
作者：
Thakellapalli, Haresh [1 ]
Li, Shuangjiang [1 ]
Farajidizaji, Behzad [1 ]
Baughman, Notashia N. [1 ]
Akhmedov, Novruz G. [1 ]
Popp, Brian V. [1 ]
Wang, Kung K. [1 ]
机构：
[1] West Virginia Univ, C Eugene Bennett Dept Chem, Morgantown, WV 26506 USA
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 10期
基金：
美国国家科学基金会;
关键词：
INTRAMOLECULAR CHARGE-TRANSFER; PHOTOPHYSICAL PROPERTIES; COPOLYMERS; CYCLOPARAPHENYLENES; BIPHENYL; ELECTROCHEMISTRY; OLIGOMERS;
D O I：
10.1021/acs.orglett.7b01019
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Synthetic pathways to conjugated macrocycles containing one, two, or three 2,7-bis(2-thienyl)-9H-fluoren-9-one (TFOT) units in the macrocyclic frameworks bearing 10, 16, or 24 aromatic units were developed. The Diels-Alder reaction between (E,E)-1-(5-bromo-2-thienyl)-4-(5-iodo-2-thienyl)-1,3-butadiene and dimethyl acetylenedicarboxylate produced the key Diels-Alder adduct for the subsequent macrocyclic ring formation. UV-vis and fluorescence spectra of the TFOT-containing molecules were recorded, and their electrochemical properties were investigated by cyclic and differential pulse voltammetry. Solvatofluorochromic properties were observed for the TFOT-containing molecules.
引用
收藏
页码：2674 / 2677
页数：4
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