Synthesis of sterically hindered N-benzyladamantyl substituted benzimidazol-2-ylidene palladium complexes and investigation of their catalytic activity in aqueous medium

被引:26
作者
Dehimat, Zineb Imene [1 ,2 ]
Pasahan, Aziz [1 ]
Tebbani, Dahmane [2 ]
Yasar, Sedat [1 ]
Ozdemir, Ismail [1 ]
机构
[1] Inonu Univ, Catalysis Res & Appl Ctr, Dept Chem, TR-44280 Malatya, Turkey
[2] Univ Constantine 1, Fac Exact Sci, Dept Chem, Lab Nat Prod Plant Origin & Organ Synth, Constantine 25000, Algeria
关键词
N-heterocyclic carbene complex; Palladium; Suzuki coupling; Green chemistry; CROSS-COUPLING REACTIONS; HETEROCYCLIC CARBENE COMPLEXES; SUZUKI-MIYAURA REACTION; TRANSITION-METAL-COMPLEXES; LINKED AMPHIPHILIC POLYMER; PD-PEPPSI-IPENT; LIGAND-FREE; ROOM-TEMPERATURE; ASSEMBLED COMPLEX; ARYL CHLORIDES;
D O I
10.1016/j.tet.2017.08.037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
NHC-Pd-PEPPSI complexes with bulky benzyladamantyl substituted N-heterocyclic carbenes (NHC) were synthesized and characterized by NMR, HRMS, and micro analysis. These complexes were then used for Suzuki-Miyaura coupling reactions between aryl bromides and phenylboronic acid. With low catalyst, loading, all synthesized complexes rapidly catalyzed the Suzuki-Miyaura cross-coupling reaction in iPrOH/water (1:3 v/v) at room temperature in air. All palladium compounds were stable and had high catalytic activity for the Suzuki-Miyaura coupling reaction. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5940 / 5945
页数:6
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