Neutral palladium(II) complexes with P,N Schiff-base ligands: Synthesis, characterization and application as Suzuki-Miyaura coupling catalysts

被引:49
作者
Mahamo, Tebello [1 ,3 ]
Mogorosi, Mokgolela M. [1 ]
Moss, John R. [1 ]
Mapolie, Selwyn F. [2 ]
Slootweg, J. Chris [3 ]
Lammertsma, Koop [3 ]
Smith, Gregory S. [1 ]
机构
[1] Univ Cape Town, Dept Chem, ZA-7701 Rondebosch, South Africa
[2] Univ Stellenbosch, Dept Chem & Polymer Sci, Matieland, South Africa
[3] Vrije Univ Amsterdam, Fac Sci, Dept Chem & Pharmaceut Sci, NL-1081 HV Amsterdam, Netherlands
基金
新加坡国家研究基金会;
关键词
Arylboronic acids; Aryl halides; Suzuki-Miyaura coupling; Iminophosphines; Palladium(II) complexes; METAL-COMPLEXES; HECK REACTION; IMINOPHOSPHINE LIGANDS; PLATINUM(II) COMPLEXES; DONOR SETS; PHOSPHINE; REACTIVITY; TRANSMETALATION; OLIGOMERIZATION; HYDROGENATION;
D O I
10.1016/j.jorganchem.2011.12.021
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Palladium(II) complexes of the general formulae [PdCl2((PN)-N-boolean AND)] and [Pd(Me)Cl((PN)-N-boolean AND)] were obtained from bidentate ligands bearing phosphine and imine donor groups. The complexes were shown to be highly active catalysts for the Suzuki-Miyaura cross-coupling reaction. The complexes are tolerant of a wide variety of reaction conditions such as solvent, choice of base as well as substituents on both arylboronic acids and aryl halides. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:34 / 42
页数:9
相关论文
共 50 条
[21]   Azo-azomethine based palladium(II) complexes as catalysts for the Suzuki-Miyaura cross-coupling reaction [J].
Sunbul, Ali Burak ;
Inan, Ayse ;
Kose, Muhammet ;
Evren, Enes ;
Gurbuz, Nevin ;
Ozdemir, Ismail ;
Ikiz, Mesut ;
Dag, Ayse Kazanci ;
Ispir, Esin .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1216 (1216)
[22]   Homogeneous and Recyclable Palladium Catalysts: Application in Suzuki-Miyaura Cross-Coupling Reactions [J].
King, Andrew K. ;
Brar, Aneelman ;
Li, Guigen ;
Findlater, Michael .
ORGANOMETALLICS, 2023, 42 (17) :2353-2358
[23]   Synthesis and characterization of trinuclear N-heterocyclic carbene-palladium(II) complexes and their applications in the Suzuki-Miyaura cross-coupling reaction [J].
Wang, Tao ;
Liu, Lantao ;
Xu, Kai ;
Xie, Huanping ;
Shen, Hui ;
Zhao, Wen-Xian .
RSC ADVANCES, 2016, 6 (103) :100690-100695
[24]   Metallomicelles of palladium(II) complexes as efficient catalysts for the Suzuki-Miyaura reaction in neat water [J].
Liu, Yan ;
Ma, Xiaowei ;
Xie, Jianwei ;
Liu, Ping ;
Dai, Bin ;
He, Ren .
APPLIED ORGANOMETALLIC CHEMISTRY, 2013, 27 (08) :494-498
[25]   Unsymmetrical palladium(II) N,N,O,O-Schiff base complexes: Efficient catalysts for Suzuki coupling reactions [J].
Sedighipoor, Maryam ;
Kianfar, Ali Hossein ;
Mohammadnezhad, Gholamhossein ;
Goerls, Helmar ;
Plass, Winfried .
INORGANICA CHIMICA ACTA, 2018, 476 :20-26
[26]   Synthesis, characterization, DFT quantum chemical calculations and catalytic properties of azobenzene-bearing Schiff base palladium(II) complexes for the Suzuki-Miyaura Cross-Coupling reaction in aqueous solvent [J].
Duyar, Ayse Inan ;
Sunbul, Ali Burak ;
Serin, Sumeyya ;
Ulu, Oznur Dogan ;
Ozdemir, Ismail ;
Ikiz, Mesut ;
Kose, Muhammet ;
Ispir, Esin .
JOURNAL OF MOLECULAR STRUCTURE, 2025, 1328
[27]   Recent advances on Pd schiff base catalysts in suzuki-miyaura cross-coupling reaction: A review [J].
Hasan, Iman Hussein ;
Mhaibes, Raed Muslim ;
Kadhum, Abdul Amir H. ;
Al-Bahrani, Hussein Ali ;
Imeer, Ali Thoulfikar A. ;
Al-Rashedi, Nihad A. M. ;
Shu, Guang .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2025, 1024
[28]   Synthesis and characterization of new potentially hydrosoluble pincer ligands and their application in Suzuki-Miyaura cross-coupling reactions in water [J].
Crisostomo-Lucas, Carmela ;
Toscano, Ruben A. ;
Morales-Morales, David .
TETRAHEDRON LETTERS, 2013, 54 (24) :3116-3119
[29]   Phosphonate functionalized N-heterocyclic carbene Pd(II) complexes as efficient catalysts for Suzuki-Miyaura cross coupling reaction [J].
Bhattacharyya, Bagmita ;
Kalita, Amlan Jyoti ;
Guha, Ankur Kanti ;
Gogoi, Nayanmoni .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2021, 953 (953)
[30]   Polystyrene-supported diaminocarbene complexes of palladium(II): synthesis, characterization and application as a precatalyst in Sonogashira - Hagihara and Suzuki - Miyaura cross coupling [J].
Mikhaylov, Vladimir N. ;
Sorokoumov, Viktor N. ;
Balova, Irina A. .
RUSSIAN CHEMICAL REVIEWS, 2017, 86 (06) :459-473