Geodesic-Planar Conjugates: Substituted Buckybowls-Synthesis, Photoluminescence and Electrochemistry

被引:6
作者
Bayer, Johannes [1 ]
Herberger, Jan [1 ]
Holz, Lukas [1 ]
Winter, Rainer F. [1 ]
Huhn, Thomas [1 ]
机构
[1] Univ Konstanz, Fachbereich Chem, Univ Str 10, D-78457 Constance, Germany
关键词
C− C coupling; electrochemistry; fluorescence; polycyclic aromatic hydrocarbons; strained molecules; MOLECULAR-STRUCTURE; CORANNULENE; CHEMISTRY; INDENOCORANNULENES; DERIVATIVES; FULLERENES; DEPENDENCE; REDUCTION; FERROCENE; STACKING;
D O I
10.1002/chem.202003605
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
C-C cross coupling products of bowl-shaped as-indaceno[3,2,1,8,7,6-pqrstuv]picene (Idpc) and different planar arenes and ethynyl-arenes were synthesized. Photoluminescence as well as electrochemical properties of all products were investigated and complemented by time-dependent quantum chemical calculations. UV/Vis spectroelectrochemistry investigations of the directly linked (Idpc)(2) indicated the absence of any intramolecular charge-transfer transition of intermittently formed (Idpc)(2)(.-). All coupling products showed fluorescence. Ferrocene-1-yl-Idpc was structurally characterized by X-ray diffraction and is a rare example of a ferrocene-containing buckybowl exhibiting luminescence.
引用
收藏
页码:17546 / 17558
页数:13
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