Synthesis of new Pd(NHC)-PEPPSI type complexes as catalysts toward C-C cross-coupling reactions

被引:10
|
作者
Nawaz, Zahid [1 ,2 ]
Gurbuz, Nevin [2 ,3 ]
Zafar, Muhammad Naveed [1 ]
Ozdemir, Namik [4 ]
Habib, Uzma [5 ]
Jan, Kalsoom [5 ]
Ozdemir, Ismail [2 ,3 ]
机构
[1] Quaid I Azam Univ, Dept Chem, Islamabad 45320, Pakistan
[2] Inonu Univ, Catalysis Res & Applicat Ctr, TR-44280 Malatya, Turkey
[3] Inonu Univ, Fac Sci & Art, Dept Chem, TR-44280 Malatya, Turkey
[4] Ondokuz Mayis Univ, Fac Educ, Dept Math & Sci Educ, TR-55139 Samsun, Turkey
[5] Natl Univ Sci & Technol, Res Ctr Modelling & Simulat, Islamabad 4400, Pakistan
关键词
N-heterocyclic carbene; Palladium-PEPPSI complexes; Suzuki-Miyaura coupling; Mizoroki-Heck coupling; Sonogashira coupling; N-HETEROCYCLIC CARBENES; PALLADIUM-PEPPSI COMPLEXES; ARYL CHLORIDES; ROOM-TEMPERATURE; NHC NHC; LIGANDS; PRECATALYST; REACTIVITY; HECK; PHENYLENE;
D O I
10.1016/j.molstruc.2021.130883
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The goal of our research is to synthesis homogeneous catalysts, for which we take start from two novel precursors of 1-(3-methyloxetane-3-yl)benzimidazole and 5,6-dimethyl-1-((3-methyloxetane3-yl)benzimidazole. A series of ligands containing 1,3-disubstituted benzimidazolium salts were synthesized from the corresponding precursors to form N-heterocyclic carbene (NHC) ligands. Furthermore, four new Pd(NHC)-PEPPSI type complexes were synthesized from these ligands. The structure elucidation of all the synthesized ligands, and complexes was confirmed by various spectroscopic techniques such as NMR, FT-IR. The compounds 1b, 2b, 3a, 3d were confirmed by the X-ray technique. All these complexes were found significantly active as catalysts toward the C-C cross-coupling reaction. (c) 2021 Elsevier B.V. All rights reserved.
引用
收藏
页数:15
相关论文
共 50 条
  • [1] Synthesis of bridged palladium-PEPPSI complexes and catalytic studies in C-C cross-coupling reactions
    Imik, Fatma
    Yasar, Sedat
    Ozdemir, Ismail
    INORGANICA CHIMICA ACTA, 2019, 495
  • [2] Palladium(II) chalcogenolate complexes as catalysts for C-C cross-coupling and carbonylative Suzuki coupling reactions
    Paluru, Dilip K.
    Dey, Sandip
    Chaudhari, Kamal R.
    Khedkar, Mayur V.
    Bhanage, Bhalachandra M.
    Jain, Vimal K.
    TETRAHEDRON LETTERS, 2014, 55 (18) : 2953 - 2956
  • [3] Heterogeneous Pd/POSS Nanocatalysts for C-C Cross-Coupling Reactions
    Somjit, Vetiga
    Man, Michel Wong Chi
    Ouali, Armelle
    Sangtrirutnugul, Preeyanuch
    Ervithayasuporn, Vuthichai
    CHEMISTRYSELECT, 2018, 3 (02): : 753 - 759
  • [4] Insight into C-C and C-N cross-coupling reactions involving nickel NHC derivatives
    Baldwin, Steven M.
    Del Ciello, Sarah A.
    Witzke, Ryan J.
    Hillhouse, Gregory L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [5] Supramolecular Catalysts for Organic Synthesis: Preparation and Applications of Cyclodextrins and Calixarenes in C-C Cross-Coupling Reactions
    Lima, Carolina G. S.
    Pauli, Fernanda P.
    Madriaga, Vinicius G.
    Amaral, Adriane A. P.
    Graciano, Isabela A.
    Meira, Vinicius L.
    Forezi, Luana da S. M.
    Ferreira, Vitor F.
    Lima, Thiago de M.
    da Silva, Fernando de Carvalho
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (35)
  • [6] Photocatalytic approach to C-C cross-coupling reactions
    Vannucci, Aaron
    Paul, Avishek
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [7] Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Amides
    Lei, Peng
    Meng, Guangrong
    Ling, Yun
    An, Jie
    Szostak, Michal
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (13): : 6638 - 6646
  • [8] Optimal exploitation of supported heterogenized Pd nanoparticles for C-C cross-coupling reactions
    Srivastava, Abhay
    Kaur, Harsimar
    Pahuja, Harsh
    Rangarajan, T. M.
    Varma, Rajender S.
    Pasricha, Sharda
    COORDINATION CHEMISTRY REVIEWS, 2024, 507
  • [9] Synthesis, crystal structures, and application of two new pincer type palladium(II)-Schiff base complexes in C-C cross-coupling reactions
    Agrahari, Bhumika
    Layek, Samaresh
    Anuradha
    Ganguly, Rakesh
    Pathak, Devendra D.
    INORGANICA CHIMICA ACTA, 2018, 471 : 345 - 354
  • [10] C-C cross-coupling reactions for the combinatorial synthesis of novel organic materials
    Schiedel, MS
    Briehn, CA
    Bauerle, P
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 653 (1-2) : 200 - 208