Synthesis and photophysical activity of 6-substituted isocoumarins

被引:1
作者
Fedina, Elena S. [1 ,2 ]
Arsenov, Mikhail A. [1 ]
Isakovskaya, Kseniya L. [1 ]
Muratov, Dmitry, V [1 ]
Loginov, Dmitry A. [1 ,3 ]
机构
[1] A N Nesmeyanov Inst Organoelement Cpds, Russian Acad Sci, Moscow 119334, Russia
[2] Sirius Univ Sci & Technol, Soci 354349, Russia
[3] G V Plekhanov Russian Univ Econ, Moscow 117997, Russia
基金
俄罗斯科学基金会;
关键词
C-H annulation; cross-coupling; isocoumarins; luminescence; homogeneous catalysis; ALKYNES; ACIDS;
D O I
10.1016/j.mencom.2024.01.032
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
6 -Substituted isocoumarins with aryl, alkynyl, and diphenylamino substituents were synthesized from 4-bromobenzoic acid by annulation with tolane via rhodium -catalyzed C-H activation followed by palladium -catalyzed cross -coupling reactions. The compounds obtained exhibit luminescence emission in the violet-blue region (370-480 nm) with quantum yields up to 95% (for the diphenylamino derivative). Aggregation of biphenyl -substituted isocoumarin leads to a strong batho chromic shift (by 80 nm) of emission as a result of intermolecular p-p stacking interactions.
引用
收藏
页码:107 / 109
页数:3
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