N-heterocyclic carbene bearing thermoresponsive poly(NIPAM) supported palladium (II) complex: Synthetic strategy and application

被引:11
|
作者
Pentela, Nagaraju [1 ,2 ]
Gayathri, Varnakumar [1 ,2 ]
Samanta, Debasis [1 ,2 ]
机构
[1] CSIR Cent Leather Res Inst, Polymer Sci & Technol Div, Chennai 600020, Tamil Nadu, India
[2] Acad Sci & Innovat Res, Ghaziabad, Uttar Pradesh, India
关键词
N-heterocyclic carbene; Thermoresponsive polymer; Palladium (II) complex; Homogeneous/heterogeneous catalyst; Suzuki coupling; MIYAURA COUPLING REACTIONS; SUZUKI-MIYAURA; PD NANOPARTICLES; HALLOYSITE NANOTUBES; CATALYST; EFFICIENT; POLYMER; WATER; HECK; SONOGASHIRA;
D O I
10.1016/j.jorganchem.2020.121196
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this article, we have reported the synthesis of thermoresponsive poly(N-isopropylacrylamide) (PNI-PAM) bearing N-heterocyclic carbene (NHC) based palladium complex through carbene formation. The complex was synthesized from the polymer, which was obtained by SET-LRP (Single Electron Transfer-Living Radical Polymerization) technique using suitable N-heterocyclic carbene (NHC) based initiator. The single-crystal X-ray diffraction (XRD) confirms the structure of the initiator. Furthermore, NMR, FTIR and XPS studies confirmed the formation of the NHC-Pd (II) complex. Our complex possessed unique thermoresponsive characteristics in water i.e, water-soluble at below lower critical solution temperature (LCST) and water-insoluble at LCST. Hence, it can be used as a smart catalyst for Suzuki coupling reactions of various aryl halides in water medium at ambient temperature (30 degrees C). Due to its thermoresponsive behavior, it can be easily recovered from the reaction medium simply by the elevation of temperature and reused for several cycles. (C) 2020 Elsevier B.V. All rights reserved.
引用
收藏
页数:8
相关论文
共 50 条
  • [41] Electronic fine tuning of an iron(II) N-heterocyclic carbene complex
    Haslinger, Stefan
    Kuck, Jens
    Hahn, Eva
    Weiss, Daniel
    Pothig, Alexander
    Cokoja, Mirza
    Basset, Jean-Marie
    Kuehn, Fritz
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [42] Development of N-Heterocyclic Carbene (NHC)-palladium Complex Catalyst and Immobilized NHC-palladium Complex Catalyst
    Mizusaki, Tomoteru
    JOURNAL OF THE JAPAN PETROLEUM INSTITUTE, 2023, 66 (01) : 1 - 7
  • [43] Palladium(II) Weak-Link Approach Complexes Bearing Hemilabile N-Heterocyclic Carbene-Thioether Ligands
    Liu, Yuan
    Kean, Zachary S.
    d'Aquino, Andrea I.
    Manraj, Yashin D.
    Mendez-Arroyo, Jose
    Mirkin, Chad. A.
    INORGANIC CHEMISTRY, 2017, 56 (10) : 5902 - 5910
  • [44] Polymer-supported N-heterocyclic carbene-palladium complex for heterogeneous Suzuki cross-coupling reaction
    Kim, JH
    Kim, JW
    Shokouhimehr, M
    Lee, YS
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17): : 6714 - 6720
  • [45] Synthesis and characterization of N-heterocyclic carbene palladium complex and its direct arylation of benzoazoles with aryl bromides application
    Arslan, Hakan
    VanDerveer, Donald G.
    Demir, Serpil
    Ozdemir, Ismail
    Cetinkaya, Bekir
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237
  • [46] Arylation of heterocyclic compounds by benzimidazole-based N-heterocyclic carbene-palladium(II) complexes
    Sahin, Neslihan
    Gurbuz, Nevin
    Karabiyik, Hande
    Karabiyik, Hasan
    Ozdemir, Ismail
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2020, 907 (907)
  • [47] Potent Anticancer Activity with High Selectivity of a Chiral Palladium N-Heterocyclic Carbene Complex
    Kumar, Anuj
    Naaz, Afsana
    Prakasham, A. P.
    Gangwar, Manoj Kumar
    Butcher, Raymond J.
    Panda, Dulal
    Ghosh, Prasenjit
    ACS OMEGA, 2017, 2 (08): : 4632 - 4646
  • [48] Synthesis, characterization and catalytic properties of an N-heterocyclic carbene palladium-based complex
    Ozdemir, Ismail
    Arslan, Hakan
    Demir, Serpil
    VanDerveer, Don
    Cetinkaya, Bekir
    INORGANIC CHEMISTRY COMMUNICATIONS, 2008, 11 (12) : 1462 - 1465
  • [49] N-heterocyclic carbene-palladium complex catalyzed oxidative carbonylation of amines to ureas
    Zheng Shu-Zhan
    Peng Xin-Gao
    Liu Jian-Ming
    Sun Wei
    Xia Chun-Gu
    CHINESE JOURNAL OF CHEMISTRY, 2007, 25 (08) : 1065 - 1068
  • [50] Palladium(II) coordination of N-heterocyclic carbene ligands with a triazole moiety in the nitrogen substituent
    Longhi, Andrea
    Malori, Francesca
    Baron, Marco
    Rancan, Marzio
    Roverso, Marco
    Armelao, Lidia
    Bogialli, Sara
    Orian, Laura
    Tubaro, Cristina
    INORGANICA CHIMICA ACTA, 2025, 577