Article
Chemistry, Organic
Xi Wang, Jin-Quan Chen, Xing-Xing Yang, Er-Jun Hao, Zhi-Bing Dong
Summary: A protocol for synthesizing symmetrical thioethers using the inexpensive organosulfur reagent TMTM has been developed. Both iodobenzenes and phenylboronic acids react well with TMTM, resulting in good to excellent yields of the target products. This method demonstrates simple performance, wide functional group tolerance, and high yield, showing potential application value in the synthesis of drug molecules.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Ren-Xiao Liang, Jian-Fei Chen, Ying-Ying Huang, Ya-Ping Yu, Han-Yue Zhang, Yu-Feng Song, Gavin Chit Tsui, Yi-Xia Jia
Summary: Highly enantioselective palladium-catalyzed dearomative reductive Heck reaction and domino Heck-Suzuki reaction of 2-CF3-indoles have been developed. A variety of indolines bearing different stereocenters can be obtained using different reaction systems.
CHEMICAL COMMUNICATIONS
(2022)
Article
Engineering, Chemical
Valentin N. Sapunov, Linda Z. Nikoshvili, Elena S. Bakhvalova, Mikhail G. Sulman, Valentina G. Matveeva
Summary: Palladium nanoparticles and compounds have shown to be effective catalysts for organic synthesis. This study focuses on the preparation and comparison of Pd(0) or Pd(II) supported/embedded in hyper-cross-linked polystyrene (HPS) for Suzuki cross-coupling reactions. The study also discusses the difference in activity between Pd(0) and Pd(II) catalysts, as well as proposes a mathematical model for the reaction.
Article
Materials Science, Multidisciplinary
Kewang Zheng, Fang Yang, Zhihan Huang, Yifei Zhan, Zufeng Xiao, Wei Li, Wei Wang, Caiqin Qin
Summary: This paper discusses the preparation of chitosan-polyvinyl alcohol thin film solid loaded palladium catalytic materials by blending and modifying chitosan with polyvinyl alcohol. The catalytic material shows good substrate tolerance, catalytic activity, and recovery performance when applied in the Suzuki coupling reaction.
JOURNAL OF MATERIALS RESEARCH AND TECHNOLOGY-JMR&T
(2022)
Article
Chemistry, Multidisciplinary
Mahdieh Ghabdian, Mohammad Ali Nasseri, Ali Allahresani, Alireza Motavallizadehkakhky
Summary: A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized, showing excellent catalytic efficiency for Suzuki-Miyaura and Heck-Mizoroki coupling reactions. The solid sheet-supported Pd catalyst can be easily separated and recycled multiple times without significant loss of catalytic activity, making it a promising system for heterogeneous catalytic reactions.
RESEARCH ON CHEMICAL INTERMEDIATES
(2021)
Article
Green & Sustainable Science & Technology
Alberto Lopez-Magano, Ruben Mas-Balleste, Jose Aleman
Summary: The study demonstrated the stable coordination of palladium centers by the phenanthroline unit in Phen-COF, leading to enhanced catalytic activities and recyclability. The concept of isolating and immobilizing catalytic sites in Pd@Phen-COF significantly improved catalytic outputs compared to analogous molecular catalysts, particularly in C-C cross-coupling reactions.
ADVANCED SUSTAINABLE SYSTEMS
(2022)
Article
Biochemistry & Molecular Biology
Andre J. van der Vlies, Urara Hasegawa
Summary: This article reports a novel strategy to introduce different functional groups to phenylboronic acid (PBA)-containing nanoparticles (BNP) through the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. A new catalytic system was developed to efficiently catalyze Suzuki-Miyaura reactions in water without the need for an organic solvent. The study shows that BNPs can be functionalized with carboxylic acids, aldehyde, and hydrazide groups while maintaining their original morphology, and the functionalized BNP demonstrates the capability of drug delivery by releasing hydrogen sulfide (H2S) in cell lysate.
Article
Chemistry, Multidisciplinary
Yanfang Zhu, Guiyang Xu, Milad Kazemnejadi
Summary: The study successfully achieved competitive asymmetrical C-C* C-C, C-C* C-O, C-C* C-N, and O-C* C-N cross-coupling reactions through a one-pot strategy using a new ionic liquid as solvent, base, and ligand simultaneously. The reactions were performed with high selectivity under mild conditions, based on differences in competitive kinetics and differences in aryl halides' kinetics.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jakub Vaith, Dasha Rodina, Gregory C. Spaulding, Shauna M. Paradine
Summary: We developed ureas as sterically undemanding pro-ligands for Pd catalysis. N-Arylureas showed better performance than phosphine ligands in Pd-catalyzed reactions, enabling the heteroannulation of N-tosyl-o-bromoanilines and 1,3-dienes to prepare 2-substituted indolines, even with sterically demanding substrates. Experimental and computational studies confirmed the monodentate binding through the nonsubstituted nitrogen in Pd-urea complexes, which is uncommon for metal-ureate complexes.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Masoumeh Beiranvand, Davood Habibi
Summary: In this study, the mesoporous silica SBA-15 (SBA) was modified by a tetra-urea (TU) ligand to prepare the SBA@TU@Pd(0) nano-structured reduced catalyst. The catalytic activity of SBA@TU@Pd(0) was successfully studied in the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions, showing short reaction times and high yields. The non-reduced nano-catalyst SBA@TU@Pd(II) also exhibited similar reaction yields but longer reaction times.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Inorganic & Nuclear
Minoo Khodamorady, Mohammad Jafarzadeh, Kiumars Bahrami
Summary: Nowadays, the development and use of heterogeneous nanocatalysts is of great importance and attractiveness due to the shift towards greener conditions. In this study, the highly sustainable, renewable, and effective BNPs@SiO2(CH2)3-TAPC-O-(CH2)2NH2-Pd (0) heterogeneous nano-catalyst was employed for C-C cross coupling reactions and removal of cationic (Methylen Blue) and anionic (Methyl Orange) organic dyes from aqueous medium. The results showed that the nano-catalyst exhibited high activity, low cost, excellent stability, suitable synthetic conditions, good turnover numbers, low palladium leaching, and recoverability for multiple cycles.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Polymer Science
Ameneh Ahmadi, Tahereh Sedaghat, Roya Azadi
Summary: In this study, a Palladium-based magnetic nanocomposite was synthesized and utilized as a catalyst for Suzuki coupling and Heck-Mizoroki coupling reactions, demonstrating efficient catalytic activity and recyclability.
JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS
(2021)
Article
Chemistry, Physical
Abdol R. Hajipour, Zahra Khorsandi, Mehnoosh Ahmadi, Hamidreza Jouypazadeh, Bahareh Mohammadi, Hossein Farrokhpour
Summary: Highly efficient and magnetically recyclable cobalt catalytic systems were prepared using magnetic chitosan and safe organic compounds, showing remarkable catalytic efficiency for Suzuki and Heck cross-coupling reactions. The nano composites exhibit eco-friendly conditions, with the structure and effect of ligands studied through various physicochemical techniques and molecular methods.
Article
Materials Science, Multidisciplinary
Saeed Bahadorikhalili, Leila Ma'mani, Hosein Lijan, Mohammad Mahdavi
Summary: A novel nanocatalyst, gamma-Fe2O3@SiO2(CH2)(3)-HPBM-Pd, was designed and synthesized for Mizoroki-Heck and Suzuki-Miyaura crosscoupling reactions, showing excellent activity and high reusability with a catalyst turnover number of 4600 in 10 sequential runs.
MATERIALS TODAY COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Abbas Akdeniz, Nevin Turan
Summary: Cross-coupling reactions are powerful tools for carbon-carbon bond formation in organic synthesis. Palladium-catalyzed cross-coupling reactions have attracted significant attention. Two new Schiff base-Pd(II) complexes were synthesized and characterized. The complexes were applied in Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions, showing high yields. Electron-donating and electron-withdrawing substituents on aryl halides can produce coupling products in perfect yield in the presence of these complexes.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
