Synthesis of Dibenzopentalenes via Pd(0)-Catalyzed Cascade Coupling of gem-Dibromo Olefins

被引:0
|
作者
Mondal, Sourav [1 ]
Biswas, Krishna [1 ]
Ganesh, Venkataraman [1 ]
机构
[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India
关键词
CARBOPALLADATION REACTION; PENTALENE DERIVATIVES; CYCLIZATION; ANNULATION; ALKYNES; ROUTE;
D O I
10.1021/acs.orglett.5c00713
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a Pd-catalyzed cascade twofold Suzuki-type coupling of gem-dibromo olefins and benzene-1,2-bis-boronates to access a range of unsymmetrical dibenzopentalenes. The methodology provides exclusive access to unsymmetrical dibenzopentalenes without needing a superstoichiometric amount of substrates. This approach has been extended to the synthesis of benzopentalenes. The photophysical and electrochemical characteristics of the products were studied by using UV-vis spectroscopy and cyclic voltammetry experiments, further supported by TD-DFT studies.
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页数:5
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