Solid-Supported Palladium Catalysts in Sonogashira Reactions: Recent Developments

被引:56
作者
Alonso, Diego A.
Baeza, Alejandro
Chinchilla, Rafael [1 ]
Gomez, Cecilia
Guillena, Gabriela
Pastor, Isidro M. [1 ]
Ramon, Diego J.
机构
[1] Univ Alicante, Fac Sci, Dept Organ Chem, POB 99, E-03080 Alicante, Spain
来源
CATALYSTS | 2018年 / 8卷 / 05期
关键词
palladium; catalysis; Sonogashira reaction; supported reagents; cross-coupling reactions; COPPER-FREE SONOGASHIRA; EFFICIENT HETEROGENEOUS CATALYST; CROSS-COUPLING REACTIONS; N-HETEROCYCLIC CARBENE; WALLED CARBON NANOTUBES; HIGHLY-ACTIVE CATALYST; C BOND FORMATION; SUZUKI-MIYAURA; POLYSTYRENE RESIN; LIGAND-FREE;
D O I
10.3390/catal8050202
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 Sonogashira cross-coupling reaction is the most frequently employed synthetic procedure for the preparation of arylated alkynes, which are important conjugated compounds with multiple applications. Despite of their rather high price, this reaction is usually catalyzed by palladium species, making the recovery and reuse of the catalyst an interesting topic, mainly for industrial purposes. Easy recycle can be achieved anchoring the palladium catalyst to a separable support. This review shows recent developments in the use of palladium species anchored to different solid supports as recoverable catalysts for Sonogashira cross-coupling reactions.
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页数:39
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  • [61] Palladium supported on zinc oxide nanoparticles: Synthesis, characterization, and application as heterogeneous catalyst for Mizoroki-Heck and Sonogashira reactions under ligand-free and air atmosphere conditions
    Hosseini-Sarvari, Mona
    Razmi, Zahra
    Doroodmand, Mohammad Mehdi
    [J]. APPLIED CATALYSIS A-GENERAL, 2014, 475 : 477 - 486
  • [62] Why Does Industry Not Use Immobilized Transition Metal Complexes as Catalysts?
    Huebner, Sandra
    de Vries, Johannes G.
    Farina, Vittorio
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (01) : 3 - 25
  • [63] Highly efficient recyclable polymer anchored palladium catalyst for C-C and C-N coupling reactions
    Islam, Sk Manirul
    Salam, Noor
    Mondal, Paramita
    Roy, Anupam Singha
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2013, 366 : 321 - 332
  • [64] Palladium nanoparticles supported on a titanium dioxide cellulose composite (PdNPs@TiO2-Cell) for ligand-free carbon-carbon cross coupling reactions
    Jadhav, Sanjay
    Jagdale, Ashutosh
    Kamble, Santosh
    Kumbhar, Arjun
    Salunkhe, Rajshri
    [J]. RSC ADVANCES, 2016, 6 (05) : 3406 - 3420
  • [65] A Merrifield resin supported Pd-NHC complex with a spacer(Pd-NHC@SP-PS) for the Sonogashira coupling reaction under copper- and solvent-free conditions
    Jadhav, Sanjay N.
    Kumbhar, Arjun S.
    Mali, Sawanta S.
    Hong, Chang Kook
    Salunkhe, Rajashri S.
    [J]. NEW JOURNAL OF CHEMISTRY, 2015, 39 (03) : 2333 - 2341
  • [66] Polystyrene supported thiopseudourea Pd(II) complex: Applications for Sonogashira, Suzuki-Miyaura, Heck, Hiyama and Larock heteroannulation reactions
    Keesara, Srinivas
    Parvathaneni, Saiprathima
    Dussa, Govardhan
    Mandapati, Mohan Rao
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 765 : 31 - 38
  • [67] Palladium nano-particles supported on ethylenediamine-functionalized cellulose as a novel and efficient catalyst for the Heck and Sonogashira couplings in water
    Keshipour, Sajjad
    Shojaei, Salman
    Shaabani, Ahmad
    [J]. CELLULOSE, 2013, 20 (02) : 973 - 980
  • [68] An efficient ligand- and copper-free Sonogashira reaction catalyzed by palladium nanoparticles supported on pectin
    Khazaei, Ardeshir
    Rahmati, Sadegh
    Saednia, Shahnaz
    [J]. CATALYSIS COMMUNICATIONS, 2013, 37 : 9 - 13
  • [69] Anatomy of high recyclability of graphene oxide based palladium nanocomposites in the Sonogashira reaction: On the nature of the catalyst deactivation
    Kim, Bo-Hyun
    Lee, Soul-Hee
    Han, Sang-Wook
    Ahn, Seokhoon
    Noh, Jaegeun
    Park, Joon B.
    [J]. MATERIALS EXPRESS, 2016, 6 (01) : 61 - 68
  • [70] Pd nanoparticles supported on Fe3O4@amine-functionalized graphene composite and catalytic performance in Sonogashira cross-coupling reactions
    Kim, Miran
    Kang, Hyuntae
    Park, Kang Hyun
    [J]. CATALYSIS COMMUNICATIONS, 2015, 72 : 150 - 155