Indeno[1,2-b]fluorene-Based [2,2]Cyclophanes with 4n/4n and 4n/[4n+2] π Electrons: Syntheses, Structural Analyses, and Excitonic Coupling Properties

被引:13
|
作者
Wang, Chi-Shin [1 ]
Wei, Yu-Chen [2 ]
Chang, Kai-Hsin [2 ]
Chou, Pi-Tai [2 ]
Wu, Yao-Ting [1 ]
机构
[1] Natl Cheng Kung Univ, Dept Chem, Tainan 70101, Taiwan
[2] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan
关键词
aromaticity; cyclophanes; electronic structure; noncovalent interactions; structure elucidation; PARACYCLOPHANES; PHOTOPHYSICS;
D O I
10.1002/anie.201903561
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Indeno[1,2-b]fluorene-based [2,2]cyclophanes with 4n/4n and 4n/[4n+2] pi-electron systems were prepared, and their structures were identified by X-ray crystallography. With short pi-pi distances around 3.0 angstrom, [2.2](5,11)indeno[1,2-b]fluorenophane and its precursor [2.2](5,11)indeno[1,2-b]fluorene-6,12-dionophane exhibit remarkable transannular interactions, leading to their unusual electrochemical and photophysical properties. With the aid of femtosecond transient absorption spectroscopy, the transition from the monomeric excited state to the redshifted H-type dimeric state was first observed, correlating to the calculated excitonic energy splitting and the steady-state absorption spectra induced by charge-transfer-mediated superexchange interaction.
引用
收藏
页码:10158 / 10162
页数:5
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