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.
引用
收藏
页数:39
相关论文
共 136 条
  • [1] Functionalization of multi-walled carbon nanotubes with pramipexole for immobilization of palladium nanoparticles and investigation of catalytic activity in the Sonogashira coupling reaction
    Abbasi, Sahar
    Hekmati, Malak
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (05)
  • [2] Facile preparation of highly stable and active hybrid palladium nanoparticles: effectual, reusable and heterogeneous catalyst for coupling reactions
    Adib, Mehdi
    Yasaei, Zahra
    Karimi-Nami, Rahman
    Khakyzadeh, Vahid
    Veisi, Hojat
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (09) : 748 - 752
  • [3] Palladium NPs supported on novel imin-opyridine-functionalized MWCNTs: efficient and highly reusable catalysts for the Suzuki-Miyaura and Sonogashira coupling reactions
    Adib, Mehdi
    Karimi-Nami, Rahman
    Veisi, Hojat
    [J]. NEW JOURNAL OF CHEMISTRY, 2016, 40 (06) : 4945 - 4951
  • [4] Synthesis and characterization of a novel magnetic nano-palladium Schiff base complex: application in cross-coupling reactions
    Aghayee, Millad
    Zolfigol, Mohammad Ali
    Keypour, Hassan
    Yarie, Meysam
    Mohammadi, Leila
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (08) : 612 - 618
  • [5] Catalysis with Metal Nanoparticles Immobilized within the Pores of Metal-Organic Frameworks
    Aijaz, Arshad
    Xu, Qiang
    [J]. JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2014, 5 (08): : 1400 - 1411
  • [6] Nano palladium supported on high-surface-area metal-organic framework MIL-101: an efficient catalyst for Sonogashira coupling of aryl and heteroaryl bromides with alkynes
    Annapurna, Manne
    Parsharamulu, T.
    Reddy, P. Vishnuvardhan
    Suresh, M.
    Likhar, Pravin R.
    Kantam, Mannepalli Lakshmi
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (04) : 234 - 239
  • [7] Magnetite and Metal-Impregnated Magnetite Catalysts in Organic Synthesis: A Very Old Concept with New Promising Perspectives
    Baeza, Alejandro
    Guillena, Gabriela
    Ramon, Diego J.
    [J]. CHEMCATCHEM, 2016, 8 (01) : 49 - 67
  • [8] Palladium nanoparticles supported on natural nanozeolite clinoptilolite as a catalyst for ligand and copper-free C-C and C-O cross coupling reactions in aqueous medium
    Baghbanian, Seyed Meysam
    Yadollahy, Horieh
    Tajbakhsh, Mahmood
    Farhang, Maryam
    Biparva, Pourya
    [J]. RSC ADVANCES, 2014, 4 (107) : 62532 - 62543
  • [9] Palladium catalyst supported on PEGylated imidazolium based phosphinite ionic liquid-modified magnetic silica core-shell nanoparticles: a worthy and highly water-dispersible catalyst for organic reactions in water
    Bahadorikhalili, Saeed
    Ma'mani, Leila
    Mahdavi, Hossein
    Shafiee, Abbas
    [J]. RSC ADVANCES, 2015, 5 (87): : 71297 - 71305
  • [10] Copper-Free Sonogashira Coupling Reaction Catalyzed by PVC-Supported Triazine Palladium(II) Complex Under Aerobic Conditions
    Bakherad, Mohammad
    Keivanloo, Ali
    Hadi, Amene
    Siavoshi, Maesoume
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (11) : 1189 - 1192