Article
Chemistry, Organic
Bincy Chindan, Anagha Syam, Hariharan Mahendran, Ramesh Rasappan
Summary: In this study, a method for synthesizing α-vinyltrialkoxysilanes via cross-electrophile C(sp(2))-C(sp(2)) coupling was reported. The method demonstrates high compatibility with functional groups under milder reaction conditions.
Article
Chemistry, Applied
Sandra Abi Fayssal, Timothee Naret, Julien Buendia, Axel Labattut, Vincent Huc, Cyril Martini, Emmanuelle Schulz
Summary: This study presented a rapid and scalable synthesis method for supported NHC-Pd(II)-pyridine complexes on a benzyloxycalix[8]arene macrocycle, which were subsequently used in Suzuki-Miyaura benchmark reactions to optimise ligand nature and deliver highly active precatalysts. The insoluble species showed comparable or superior activity to conventional homogeneous catalysts, with the additional benefit of simple filtration post-reaction for low Pd contamination values in target products.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Physical
Selbi Keskin, Meryem Citlakoglu, Serdar Akbayrak, Serdal Kaya
Summary: This study successfully prepared magnetically separable Pd/NiFe2O4 catalysts and demonstrated their high activity and reusability in Sonogashira cross-coupling reactions. The catalyst exhibited excellent turnover frequency values in ethanol and showed high activity even in water. Additionally, the catalyst maintained its high catalytic performance even after ten uses in the reaction.
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2022)
Article
Chemistry, Organic
Shiyi Yang, Hengzhao Li, Xiang Yu, Jie An, Michal Szostak
Summary: A highly efficient protocol for the Suzuki-Miyaura cross-coupling of aryl fluorosulfonates using well-defined, air-and moisture-stable NHC-Pd(II) chloro dimers is presented. The reaction proceeds in excellent yields and with broad functional group tolerance using a very low loading of [Pd] in the presence of mild K3PO4 base under aqueous conditions. This operationally trivial protocol allows for the activation of C-O bond and is tolerant to various sensitive functional groups.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Zi-Chao Wang, Jia-Wen Zhang, Ming Joo Koh, Shi-Liang Shi
Summary: In this study, a highly selective carbonickelation of light alkenes was reported, enabling efficient synthesis of diverse compounds through addition reactions with various reagents. The use of bulky N-heterocyclic carbene ligands played a crucial role in the reaction. This strategy provides a rare, modular platform for upgrading feedstock alkenes and is expected to find broad applications in medicinal chemistry and industrial processes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Hui-Jun Feng, Xue Sun, Jun-Wen Wang
Summary: We report the development of a low-cost and sustainable copper catalyst system to replace expensive Pd-catalysts for the Suzuki cross-coupling reaction, which shows excellent catalytic activity and recyclability.
NEW JOURNAL OF CHEMISTRY
(2023)
Review
Chemistry, Physical
Agnes Mastalir, Arpad Molnar
Summary: Noble metal nanoparticles supported on porous silica materials have gained significant research progress in recent years. The focus is on the development of highly dispersed Pd0 nanoparticles immobilized on porous silica materials, which have proven to be efficient and recyclable catalysts in C-C coupling and cross-coupling reactions.
Review
Chemistry, Physical
Agnes Mastalir, Arpad Molnar
Summary: Noble metal nanoparticles supported on porous silica materials are important heterogeneous catalysts. Recent progress has been made in the synthesis, characterization, and catalytic application of noble metal nanoparticles immobilized on zeolites and mesoporous silica-based materials. Various synthesis strategies have been developed, with a focus on green procedures using environmentally friendly solvents, efficient stabilizing agents, non-toxic reagents, and mild reaction conditions.
Article
Nanoscience & Nanotechnology
Sunil Kumar, Sonu Kumari, Sohan Singh, Palash Jyoti Boruah, Amit Kumar Paul, Partha Roy, Hemant Joshi
Summary: The synthesis of thiol-protected Pd nanoparticles supported on oxidized charcoal was described in this report. The nanoparticles showed a diameter range of 8-12 nm and the nanocomposites had a surface area of 138.449 m(2)/g. The catalyst exhibited high efficiency in activating heteroarenes under mild reaction conditions, with a low loading requirement and good reusability.
ACS APPLIED NANO MATERIALS
(2022)
Review
Chemistry, Multidisciplinary
Christopher Uyeda, Conner M. Farley
Summary: Multinuclear catalysts show unique abilities to cooperatively engage substrates, while binuclear catalysts provide new electronic configurations and covalent bonding to effectively address challenges not easily solved by single-metal systems. Novel ligands can stabilize metal-metal bonds, activate strong bonds, and have significant implications in catalytic reactions.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Review
Chemistry, Multidisciplinary
Xinlan A. F. Cook, Antoine de Gombert, Janette McKnight, Loic R. E. Pantaine, Michael C. Willis
Summary: This review focuses on the methods developed for the challenging coupling of 2-pyridine nucleophiles with (hetero)aryl electrophiles, ranging from traditional cross-coupling processes to alternative nucleophilic reagents and novel main group approaches.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Inorganic & Nuclear
Francois Mazars, Guillermo Zaragoza, Lionel Delaude
Summary: The alkylation of caffeine with methyl iodide led to the synthesis of a new compound. Three complexes were obtained through multiple steps and were found to be highly active catalysts for the Suzuki-Miyaura cross-coupling reaction. The reaction showed high yields and could be carried out in a green solvent with low catalyst loading and in the presence of air.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Guanying Shi, Zhenhua Dong
Summary: A hybrid catalyst, Pd@AEPOP, immobilized on an amide and ether functionalized porous organic polymer, has been reported to be an effective heterogeneous catalyst for the synthesis of diphenylethene derivatives via the Heck cross-coupling reaction of aryl iodides with styrene. Excellent yields can be achieved using a 0.8 mol% Pd catalyst loading under optimized reaction conditions. The Pd@AEPOP catalyst can also be applied for the Suzuki reaction and nitroarene reduction.
Article
Chemistry, Organic
Yiu-Wai Yeung, Chun-Ming Chan, Yu-Ting Chen, Marco Chan, Mingyu Luo, Xin Gao, Bingnan Du, Wing-Yiu Yu
Summary: We have developed a Cu-catalyzed cross-electrophilic coupling reaction for the synthesis of alpha-amino acid derivatives using alpha diazoesters and O-benzoyl hydroxylamines. Cu(OAc)2 is used as the catalyst and polymethylhydrosilane (PMHS) as the hydride reagent. The reaction demonstrates excellent functional group compatibilities. The formation of a Cuacetoacetate complex was confirmed by ESI-MS analysis, and radical trap experiments suggest the involvement of nitrogen-centered radicals as intermediates. This strategy provides a simple and cost-effective approach for the synthesis of alpha-amino acid derivatives.
Article
Chemistry, Multidisciplinary
Tommaso Fantoni, Sara Bernardoni, Alexia Mattellone, Giulia Martelli, Lucia Ferrazzano, Paolo Cantelmi, Dario Corbisiero, Alessandra Tolomelli, Walter Cabri, Federica Vacondio, Francesca Ferlenghi, Marco Mor, Antonio Ricci
Summary: The use of N-hydroxyethylpyrrolidone (HEP)/water/N,N,N',N'-tetramethyl guanidine (TMG) as solvent/base mixture and sulfonated phosphine ligands in the Heck-Cassar and Sonogashira protocols allows for high yields and fast conversion under mild conditions, with the catalyst being recyclable without leakage or metal contamination.
