Semi-reduction of alkynes catalyzed by a tri-palladium complex

被引:0
|
作者
Wang, Yu-Hao [1 ]
Liu, Shiuh-Tzung [1 ]
机构
[1] Department of Chemistry, National Taiwan University, Taipei,10617, Taiwan
关键词
D O I
10.1016/j.poly.2024.117276
中图分类号
O62 [有机化学]; TQ [化学工业];
学科分类号
070303 ; 0817 ; 081704 ;
摘要
Upon activation by ammonia-borane, a tri-palladium complex [(bpnp)2Pd3Cl2]Cl2 (Pd3) was found to be catalytically active for hydrogenation of alkynes to render the corresponding cis-olefins. Typically, a mixture of diphenylacetylene (0.80 mmol), Pd3 (0.2 mol %), and NH3.BH3 (10 mol%) in THF/H2O (10:1, 1 mL) was stirred at 30 °C under H2 (1 atm) for 2 h, giving (Z)-stilbene in 95 % yield with a turnover frequency (TOF) ∼240 h−1. This catalyst is applicable to both internal and terminal alkynes with aryl or alkyl substituents. © 2024 Elsevier Ltd
引用
下载
收藏
相关论文
共 50 条
  • [21] Semi-Reduction of Internal Alkynes with Prototypical Subnanometric Metal Surfaces: Bridging Homogeneous and Heterogeneous Catalysis with Trinuclear All-Metal Aromatics
    Monfredini, Anna
    Santacroce, Veronica
    Marchio, Luciano
    Maggi, Raimondo
    Bigi, Franca
    Maestri, Giovanni
    Malacria, Max
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (09): : 8205 - 8212
  • [22] Ambient Semi-Hydrogenation of Terminal Alkynes with NaBH4 Catalyzed by Palladium Nanowires
    Wang, Ying
    Ji, Mengyuan
    Wu, Guohao
    Wang, Yawen
    Zhang, Yanhua
    CHEMCATCHEM, 2024,
  • [23] Palladium catalyzed cyanation of alkynes and its application
    Arai, Shigeru
    Koike, Yuka
    Nishida, Atsushi
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [24] Palladium-catalyzed methylation of terminal alkynes
    Wang, Wei-Feng
    Wu, Xiao-Feng
    CATALYSIS COMMUNICATIONS, 2020, 133 (133)
  • [25] Palladium-catalyzed addition of tetragermetanes to alkynes
    Mochida, K
    Hirahue, K
    Suzuki, K
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2003, 76 (05) : 1023 - 1028
  • [26] Hydroamination of alkynes catalyzed by palladium/benzoic acid
    Lutete, LM
    Kadota, I
    Shibuya, A
    Yamamoto, Y
    HETEROCYCLES, 2002, 58 : 347 - 357
  • [27] Hydrophosphorylation of Alkynes Catalyzed by Palladium: Generality and Mechanism
    Chen, Tieqiao
    Zhao, Chang-Qiu
    Han, Li-Biao
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (08) : 3139 - 3155
  • [28] Palladium-iminophosphine-catalyzed alkynylstannylation of alkynes
    Yoshida, H
    Shirakawa, E
    Kurahashi, T
    Nakao, Y
    Hiyama, T
    ORGANOMETALLICS, 2000, 19 (26) : 5671 - 5678
  • [29] THE PALLADIUM-CATALYZED REACTION OF DISILANYLSTANNANES WITH ALKYNES
    MURAKAMI, M
    MORITA, Y
    ITO, Y
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (05) : 428 - 429
  • [30] Palladium benzoic acid catalyzed hydroamination of alkynes
    Kadota, I
    Shibuya, A
    Lutete, LM
    Yamamoto, Y
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (13): : 4570 - 4571