The first used butylene linked bis(N-heterocyclic carbene)-palladium-PEPPSI complexes in the direct arylation of furan and pyrrole

被引:19
作者
Kaloglu, Murat [1 ,2 ]
Dusunceli, Serpil Demir [1 ,2 ]
Ozdemir, Ismail [1 ,2 ]
机构
[1] Inonu Univ, Fac Sci & Arts, Dept Chem, TR-44280 Malatya, Turkey
[2] Inonu Univ, Catalysis Res & Applicat Ctr, TR-44280 Malatya, Turkey
关键词
Linked N-heterocyclic carbene; Dinuclear palladium complex; PEPPSI; Direct arylation; Heterocycles; HETEROCYCLIC-CARBENE COMPLEXES; CATALYZED DIRECT ARYLATION; CROSS-COUPLING REACTIONS; C-H FUNCTIONALIZATION; PALLADIUM COMPLEXES; DESULFITATIVE ARYLATION; BOND-CLEAVAGE; SILVER(I); LIGANDS; ARYL;
D O I
10.1016/j.jorganchem.2020.121236
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We reported the synthesis and characterization of butylene linked bis-benzimidazole based N-heterocyclic carbene (NHC) precursors and their PEPPSI-type bimetallic Pd-complexes, and we implemented its activities in the direct C5-arylation of 2-acetylfuran and 1-methylpyrrole-2-carboxaldehyde with various aryl bromides. The catalytic activities of the synthesized palladium-complexes were found to be very high. These complexes were fully characterized by different techniques such as H-1 NMR, C-13 NMR, FT-IR spectroscopy and elemental analysis. (C) 2020 Elsevier B.V. All rights reserved.
引用
收藏
页数:10
相关论文
共 50 条
[11]   Synthesis of novel palladium(II) N-heterocyclic carbene complexes and their catalytic activities in the direct C5 arylation reactions [J].
Yigit, Murat ;
Yigit, Beyhan ;
Gok, Yetkin .
INORGANICA CHIMICA ACTA, 2016, 453 :23-28
[12]   Synthesis and characterization of N-heterocyclic carbene palladium complex and its application on direct arylation of benzoxazoles and benzothiazoles with aryl bromides [J].
Arslan, Hakan ;
Ozdemir, Ismail ;
Vanderveer, Don ;
Demir, Serpl ;
Cetinkaya, Bekir .
JOURNAL OF COORDINATION CHEMISTRY, 2009, 62 (16) :2591-2599
[13]   (N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides [J].
Yang, Jin .
APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (07)
[14]   N-Heterocyclic carbene complexes enabling the α-arylation of carbonyl compounds [J].
Ostrowska, Sylwia ;
Scattolin, Thomas ;
Nolan, Steven P. .
CHEMICAL COMMUNICATIONS, 2021, 57 (36) :4354-4375
[15]   Direct Arylation Mediated by Palladium Complexes with Rigid Phosphine-Functionalized N-Heterocyclic Carbenes [J].
Ho, Chien-Chang ;
Chatterjee, Sandipan ;
Wu, Tzu-Liang ;
Chan, Kai-Ting ;
Chang, Yu-Wei ;
Hsiao, Tsun-Hung ;
Lee, Hon Man .
ORGANOMETALLICS, 2009, 28 (09) :2837-2847
[16]   Synthesis of ferrocenyl imidazolium salts and their novel PEPPSI-type N-heterocyclic carbene (NHC) palladium complexes [J].
Yenisar, Betuel ;
Firinei, Rukiye ;
Ozdemir, Namik ;
Gunay, M. Emin .
INORGANICA CHIMICA ACTA, 2020, 511
[17]   Development of ruthenium(II) bis(N-Heterocyclic Carbene) complexes for homogeneous catalysis [J].
Campagnolo, Filippo ;
Aneggi, Eleonora ;
Baratta, Walter ;
Zuccaccia, Daniele .
MOLECULAR CATALYSIS, 2025, 578
[18]   Mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes as precatalysts for direct arylation of azoles with aryl bromides [J].
Yang, Jin .
TETRAHEDRON, 2019, 75 (14) :2182-2187
[19]   Bidentate Chelating N-Heterocyclic Carbene Complexes of Palladium: Synthesis and Structure [J].
Nan, Guangming ;
Qin, Yuancheng ;
Wei, Zhijun .
SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2012, 42 (02) :285-290
[20]   Synthesis and catalytic activity of ionic palladium N-heterocyclic carbene complexes [J].
Yasar, Sedat ;
Akkoc, Mitat ;
Ozdemir, Namik ;
Ozdemir, Ismail .
TURKISH JOURNAL OF CHEMISTRY, 2019, 43 (06) :1622-+