The Pd(0) and Pd(II) SBA-TU-anchored catalysts in the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions: A comparative catalytic study

被引:7
|
作者
Beiranvand, Masoumeh [1 ]
Habibi, Davood [1 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan, Iran
关键词
SBA-15; Tetra-urea ligand; Mizoroki-Heck; Suzuki-Miyaura; Cross-coupling; SUPRAMOLECULAR POLYMER; MESOPOROUS SILICA; CONJUGATED DIENES; EFFICIENT; NANOREACTOR; DIAMINATION; DERIVATIVES; OXIDATION; COMPLEX; GREEN;
D O I
10.1016/j.molstruc.2022.134174
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 surface of the mesoporous silica SBA-15 (SBA) was modified by a tetra-urea (TU) ligand (SBA@TU), and the palladium ions were anchored within the multidentate pore channels (SBA@TU@Pd(II)) and re-duced by NaBH4 (SBA@TU@Pd(0)). Then, the nano-structure reduced catalyst was characterized by FT-IR, EDX, elemental mapping analysis, XRD, SEM, TEM, TGA/DTA/DCS, and BET analysis. After that, the catalytic activity of the SBA@TU @Pd(0) catalyst was successfully studied in the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions under mild reaction conditions for preparation of 1(a-l) and 2(a-i), respectively in short reaction times and high yields. Also, the Mizoroki-Heck and Suzuki-Miyaura cross-coupling re-actions were performed by the non-reduced nano-catalyst (SBA@TU@Pd(II)) under similar reaction con-ditions. The reaction yields were the same for both catalysts, but the reaction time was different which was shorter (30 min) for SBA@TU@Pd(0), while for SBA@TU@Pd(II) the reaction times were increased to about 80 and 70 min, respectively.(c) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数:15
相关论文
共 50 条
  • [21] Polyoxometalate-supported Pd nanoparticles as efficient catalysts for the Mizoroki-Heck cross-coupling reactions in PEG medium
    Bagherzadeh, Mojtaba
    Hosseini, Hadighehsadat
    Salami, Rasoul
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (01)
  • [22] Synthesis of new adamantyl-imine palladium(II) complexes and their application in Mizoroki-Heck and Suzuki-Miyaura C-C cross-coupling reactions
    Matsheku, Asanda C.
    Maumela, Munaka C.
    Makhubela, Banothile C. E.
    POLYHEDRON, 2021, 205
  • [23] Bis(pyrazolyl)palladium(II) complexes as catalysts for Mizoroki-Heck cross-coupling reactions
    Ocansey, Edward
    Darkwa, James
    Makhubela, Banothile C. E.
    POLYHEDRON, 2019, 166 : 52 - 59
  • [24] Preparing Pd catalysts based on urea ligand via electrospinning for Suzuki-Miyaura cross-coupling reactions
    Bao, Guangyang
    Fan, Xiaoye
    Xu, Tong
    Li, Chunping
    Bai, Jie
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (10)
  • [25] Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions
    Mahdieh Ghabdian
    Mohammad Ali Nasseri
    Ali Allahresani
    Alireza Motavallizadehkakhky
    Research on Chemical Intermediates, 2021, 47 : 1713 - 1728
  • [26] Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Amides
    Lei, Peng
    Meng, Guangrong
    Ling, Yun
    An, Jie
    Szostak, Michal
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (13): : 6638 - 6646
  • [27] Synthesis, characterization and application of graphene palladium porphyrin as a nanocatalyst for the coupling reactions such as: Suzuki-Miyaura and Mizoroki-Heck
    Bahrami, Kiumars
    Kamrani, Soheila Nakhjiri
    APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (02)
  • [28] Magnetite tethered mesoionic carbene-palladium (II): An efficient and reusable nanomagnetic catalyst for Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions in aqueous medium
    Kempasiddhaiah, Manjunatha
    Kandathil, Vishal
    Dateer, Ramesh B.
    Sasidhar, Balappa S.
    Patil, Shivaputra A.
    Patil, Siddappa A.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (05)
  • [29] Facile Synthesis and Characterization of Palladium@Carbon Catalyst for the Suzuki-Miyaura and Mizoroki-Heck Coupling Reactions
    Alshammari, Hamed M.
    Aldosari, Obaid F.
    Alotaibi, Mohammad Hayal
    Alotaibi, Raja L.
    Alhumaimess, Mosaed S.
    Morad, Moataz H.
    Adil, Syed Farooq
    Shaik, Mohammed Rafi
    Islam, Mohammad Shahidul
    Khan, Mujeeb
    Alwarthan, Abdulrahman
    APPLIED SCIENCES-BASEL, 2021, 11 (11):
  • [30] Impact of Solvent and Their Contaminants on Pd/C Catalyzed Suzuki-Miyaura Cross-Coupling Reactions
    de Lambert de Boisjan, Alexandre
    Allemann, Christophe
    Fadini, Luca
    HELVETICA CHIMICA ACTA, 2021, 104 (06)