Carbohydrate-N-heterocyclic carbene metal complexes: Synthesis, catalysis and biological studies

被引:67
|
作者
Zhao, Weihao [1 ]
Ferro, Vito [2 ]
Baker, Murray V. [1 ]
机构
[1] Univ Western Australia, Sch Mol Sci, Crawley, WA 6009, Australia
[2] Univ Queensland, Sch Chem & Mol Biosci, Brisbane, Qld 4072, Australia
关键词
GAMMA-BUTYROLACTONES; PALLADIUM COMPLEXES; DIRECT ANNULATIONS; ANTICANCER AGENTS; TERMINAL ALKYNES; GOLD(I); LIGANDS; COORDINATION; AURANOFIN; CHEMISTRY;
D O I
10.1016/j.ccr.2017.03.005
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
N-Heterocyclic carbenes (NHCs) are strong donor ligands that form stable complexes with many metals, making them popular subjects for research in organometallic chemistry. While work with NHCs initially was predominantly in the area of catalysis, applications of NHCs in medicinal chemistry have blossomed in recent years. Chemists are investigating NHC complexes with increasingly complex NHC components, adding novel functional groups to the NHC ring. Amongst possible functional groups, carbohydrates are naturally abundant and well known for their biocompatibility, chirality, water solubility and nontoxicity. It is not surprising that carbohydrate groups have been incorporated into NHC ligands to impose chirality, increase water solubility, and promote biocompatibility. Such novel NHCs and their metal complexes show much promise in catalysis and medicinal chemistry. In this review, we focus on metal complexes that contain both an NHC ligand and a carbohydrate ligand, or have novel NHC ligands bearing pendant carbohydrate groups. We discuss synthesis, structural aspects, catalysis and medicinal chemistry. Roles of the NHC ligand and carbohydrate moiety related to these properties are highlighted. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:1 / 16
页数:16
相关论文
共 50 条
  • [31] Synthesis, Characterization, and Catalysis of Planar Chiral Ferrocene-based N-Heterocyclic Carbene Ligands and Its Metal Complexes
    Shimizu, Shungo
    Osawa, Kazuki
    Fukuzawa, Shin-ichi
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2024, 27 (36)
  • [32] Multicomponent synthesis of N-heterocyclic carbene complexes
    Bon, Robin S.
    de Kanter, Frans J. J.
    Lutz, Martin
    Spek, Anthony L.
    Jahnke, Mareike C.
    Hahn, F. Ekkehardt
    Groen, Marinus B.
    Orru, Romano V. A.
    ORGANOMETALLICS, 2007, 26 (15) : 3639 - 3650
  • [33] Ring-expanded N-heterocyclic carbene (reNHC) complexes: Applications in transition metal catalysis
    Zhou, Tongliang
    Utecht-Jarzynska, Greta
    Szostak, Michal
    COORDINATION CHEMISTRY REVIEWS, 2024, 512
  • [34] Coinage Metal Complexes of Chiral N-Heterocyclic Carbene Ligands: Syntheses and Applications in Asymmetric Catalysis
    Budagumpi, Srinivasa
    Keri, Rangappa S.
    Achar, Gautam
    Brinda, K. N.
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (05) : 970 - 997
  • [35] Recent advances on N-heterocyclic carbene transition metal complexes for dehydrogenative catalysis using alcohols
    Huang, Ming
    Liu, Jiahao
    Li, Yinwu
    Lan, Xiao-Bing
    Su, Peifeng
    Zhao, Cunyuan
    Ke, Zhuofeng
    CATALYSIS TODAY, 2021, 370 : 114 - 141
  • [36] Bent metal carbene geometries in amido N-heterocyclic carbene complexes
    Mungur, SA
    Liddle, ST
    Wilson, C
    Sarsfield, MJ
    Arnold, PL
    CHEMICAL COMMUNICATIONS, 2004, (23) : 2738 - 2739
  • [37] Efficient synthesis of bulky N-Heterocyclic carbene ligands for coinage metal complexes
    Kim, Youngsuk
    Kim, Yonghwi
    Hur, Moon Young
    Lee, Eunsung
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2016, 820 : 1 - 7
  • [38] A direct and practical approach for the synthesis of N-heterocyclic carbene coinage metal complexes
    Zhu, Shifa
    Liang, Renxiao
    Jiang, Huanfeng
    TETRAHEDRON, 2012, 68 (38) : 7949 - 7955
  • [39] Synthesis of water-soluble metal-n-heterocyclic carbene complexes.
    Cooks, SM
    Moore, LM
    Shaughnessy, KH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U527 - U527
  • [40] Chelate Palladium(II) Complexes with Saturated N-Phosphanyl-N-Heterocyclic Carbene Ligands: Synthesis and Catalysis
    Marchenko, Anatoliy
    Koidan, Georgyi
    Hurieva, Anastasiia N.
    Vlasenko, Yurii
    Kostyuk, Aleksandr
    Biffis, Andrea
    ORGANOMETALLICS, 2016, 35 (05) : 762 - 770