Crystalline Hybrid Solid Materials of Palladium and Decamethylcucurbit[5]uril as Recoverable Precatalysts for Heck Cross-Coupling Reactions

被引:19
作者
Li, Hongfang [1 ]
Lu, Jian [1 ,2 ]
Lin, Jingxiang [1 ]
Huang, Yuanbiao [1 ]
Cao, Minna [1 ]
Cao, Rong [1 ]
机构
[1] Chinese Acad Sci, Inst Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Fuzhou 350002, Fujian, Peoples R China
[2] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
关键词
cross-coupling; cucurbiturils; Heck reaction; nanoparticles; palladium; TRANSITION-METAL COLLOIDS; N-HETEROCYCLIC CARBENES; BOND-FORMING REACTIONS; LIGAND-FREE PALLADIUM; C-C; PD NANOPARTICLES; SUZUKI-MIYAURA; DICARBENE PALLADIUM(II); CATALYTIC APPLICATIONS; CUCURBITURIL HOMOLOGS;
D O I
10.1002/chem.201301703
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of MPdMe10CB[5] (M=Li, Na, K, Rb, and Cs; Me10CB[5]=decamethylcucurbit[5]uril) hybrid solid materials have been successfully synthesized for the first time through a simple diffusion method. These as-prepared hybrid solids have been applied as phosphine-free precatalysts for Heck cross-coupling reactions with excellent catalytic performance and good recyclability. In the processes of the catalytic reactions, the activated Pd-II species were released from the crystalline hybrid precatalysts and transformed into catalytically active Pd nanoparticles, which have been demonstrated as key to carry on the catalytic reactions for the recoverable precatalysts MPdMe10CB[5] (M=K, Rb, and Cs). It has also been rationalized that the introduction of different alkali metals afforded crystalline hybrid precatalysts with different crystal structures, which are responsible for their diversified stability and reusability presented in Heck reactions.
引用
收藏
页码:15661 / 15668
页数:8
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