Diels-Alder Additions to 2,2'-Biaceanthrylene

被引:0
|
作者
Du, Yachu [1 ]
Pandey, Krishna [1 ]
Plunkett, Kyle N. [1 ]
机构
[1] Southern Illinois Univ, Mat Technol Ctr, Sch Chem & Biomol Sci, 1245 Lincoln Dr, Carbondale, IL 62901 USA
基金
美国国家科学基金会;
关键词
aromatic compounds; cyclopenta-fused polycyclic aromatic hydrocarbons; Diels-Alder reactions; electrocyclic reactions; polycycles; SINGLET FISSION; POLYMERS;
D O I
10.1002/hlca.202200126
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of Diels-Alder reactions between the diene 2,2'-biaceanthrylene and several dienophiles is presented. The diene is a cyclopenta-fused polycyclic aromatic hydrocarbon with anthracene units linked by two cyclopentene rings. Depending on the dienophile, the major product was the result of a single addition (dimethyl acetylenedicarboxylate) or double addition (quinone, benzyne) to the diene. Single crystal X-ray analysis of the quinone-derivative shows a propeller-like structure composed of mixed enantiomers. The synthesis and photophysical properties of these compounds are presented.
引用
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页数:5
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