Article
Chemistry, Organic
Wen-Xin Li, Bo-Wen Yang, Xuan Ying, Zhuo-Wen Zhang, Xue-Qiang Chu, Xiaocong Zhou, Mengtao Ma, Zhi-Liang Shen
Summary: The direct cross-coupling of diaryl sulfoxides with aryl bromides via C-S bond cleavage was achieved using nickel(II) as the catalyst, 1,2-bis(diphenylphosphino)ethane (dppe) as the ligand, and magnesium turnings as the reducing metal in THF. This reaction showed a wide range of substrates and could be used for gram-scale synthesis. The one-pot reaction is operationally simple and economically efficient.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Qianqian Lu, Haixing Guan, Yan-En Wang, Dan Xiong, Tingzhi Lin, Fei Xue, Jianyou Mao
Summary: A visible-light-promoted nickel/photoredox-catalyzed reductive cross-coupling reaction between vinyl bromides and benzyl chlorides has been reported, enabling the synthesis of a diverse array of enantioenriched allylic centers in good yields and high enantioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Zahra Khorsandi, Abdol R. Hajipour, Mohamad Reza Sarfjoo, Rajender S. Varma
Summary: The nano-catalytic system described consists of magnetic nanoparticles as the core and edible natural ligands with functional groups as supports for cobalt species. It shows good catalytic activity in C-N cross-coupling reactions and demonstrates excellent efficiency and versatility in an array of coupling reactions. The system is easily accessible and has good recyclability for potential future applications.
Article
Chemistry, Organic
Chuan-Ming Hong, Si-Qi Xiong, Xue Zhang, Kai-Xian Ma, Qing-Hua Li, Tang-Lin Liu
Summary: This paper discloses a silver-catalyzed 1,3-aza-benzyl migration of allyl alcohols by utilizing chelation-assisted selective cleavage of an unstrained C(sp3)-C(sp3) bond. This approach provides an available, efficient, high atom-economic, and environmentally benign procedure, leading to alkylation products with broad substrate scopes and excellent yields. The migration proceeds via a one-pot, two-step process involving a free-state alkyl metal species.
Article
Chemistry, Organic
Feiyan Yang, Chuan Wang
Summary: In this study, we employ polycyclic aryl-activated alkyl ammonium triflates as the electrophilic aryl-activated alkylating agent in the nickel-catalyzed hydroxyl- or sulfonamide-directed cross-electrophile coupling reaction with phenyl benzoates, resulting in the synthesis of diverse aryl ketones under mild conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Organic
Shan Shan Ng, Wai Hang Pang, On Ying Yuen, Chau Ming So
Summary: This article provides an overview of the development of palladium-catalyzed coupling reactions and the effects of ligand properties on the chemoselectivity of aryl (pseudo)halides. The selectivity of coupling reactions can be significantly influenced by applying appropriate ligands. This review discusses the chemoselectivity of various catalysts and presents successful examples of sequential chemoselective coupling approaches, demonstrating the capacity of catalysts to regulate chemoselectivity and their implications for synthesizing valuable compounds.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Aurora Rodriguez-Alvarez, Cristina E. Gonzalez-Espinoza, Carla Gabriela Martinez-De-Leon, Mauricio Carrillo-Tripp, Minhhuy Ho, Jean-Michel Grevy
Summary: This study focuses on the synthesis and characterization of novel iminophosphorane ligands and their corresponding Pd(II) cationic complexes. The X-ray crystallography analysis reveals the influence of the substituent R on the reactivity, and the contributions of the chalcogen atom and the organic substituent to the reactivity are also investigated.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Nanoscience & Nanotechnology
Soniya Agarwal, Shyamolima Bairagi, Masshuda Madni Khatun, Kalyanjyoti Deori
Summary: A surfactant free solid solution of NiZn with a hierarchical architecture was synthesized using a one-pot colloidal approach. The formation of hierarchical crystal growth and atomic level alloying of metals was confirmed through field emission scanning electron microscopy and transmission electron microscopy-energy-dispersive X-ray data. This well-alloyed, magnetically separable, non-noble metal-based solid solution has shown potential to replace palladium-based catalysts in Suzuki-Miyaura cross-coupling reactions. The nanostructured catalyst, formed by the assembly of triangular spiked and sheet-like structures, is stable and outperforms most reported transition metal-based catalysts.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Chemistry, Physical
Fatemeh Rajabi, Anand S. Burange, Leonid G. Voskressensky, Rafael Luque
Summary: A periodic mesoporous organosilica material functionalized with a bis-NHC palladium pincer complex was synthesized by sol-gel process. The resulting hybrid nanomaterial exhibited excellent activity and stability as a catalyst for Suzuki-Miyaura cross-coupling, showing no Pd contamination in the products and verifying the reaction to be truly heterogeneous.
MOLECULAR CATALYSIS
(2021)
Article
Chemistry, Organic
Quan Lin, Hegui Gong, Fan Wu
Summary: Here, we present a nickel-catalyzed reductive coupling reaction of bromopyridines with tertiary alkyl bromides, enabling the synthesis of alkylated pyridines bearing an all-carbon quaternary center. This strategy offers mild conditions, a broad substrate scope, and high functional group tolerance. We believe this method provides an alternative solution to the challenging task of synthesizing sterically congested alkylpyridines, benefiting the synthetic community and pharmaceutical industry.
Article
Materials Science, Multidisciplinary
Sema Akay, Talat Baran, Berkant Kayan, Dimitrios Kalderis
Summary: The Fe3O4-Pd-biochar composite showed excellent catalytic activity in the Suzuki-Miyaura coupling reaction, efficiently synthesizing biaryls from a variety of aryl halides under solvent-free conditions.
MATERIALS CHEMISTRY AND PHYSICS
(2021)
Article
Chemistry, Multidisciplinary
Pascal Hauk, Valerie Mazan, Fabrice Gallou, Joanna Wencel-Delord
Summary: This article reports the unexpected potential of micellar medium to achieve challenging beta-selective direct arylation of (oligo)thiophenes. By using a water/surfactant solution combined with natural feedstock-derived undecanoic acid as an additive, this high-yielding C-H coupling can be performed regioselectively at room temperature.
Article
Chemistry, Organic
Jia-Sheng Ouyang, Xinhuan Zhang, Bendu Pan, Haobin Zou, Albert S. C. Chan, Liqin Qiu
Summary: A highly efficient and easy-to-operate solvent-free Buchwald-Hartwig amination method was developed using a robust N-heterocyclic carbene-palladium complex, with catalyst amount as low as 0.05 wt %. The method was successfully applied to the synthesis of commercial pharmaceuticals and candidate drugs with high yields.
Article
Chemistry, Inorganic & Nuclear
Kouki Matsubara, Kanta Tomomatsu, Ayame Tajiri, Arisa Watanabe, Yuji Koga, Ryuta Ishikawa, Yuji Yamada
Summary: This article describes the synthesis and characterization of a series of tridentate pincer-type triazolylidene nickel(II) complexes. Compared to commonly used N-heterocyclic carbene nickel(II) complexes, these complexes exhibit distinct properties and require different conditions for catalytic cross-coupling reactions.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Qian Li, Haibo Zhu, Yishuai Liu, Liu Yang, Qiangwen Fan, Zongbo Xie, Zhang-Gao Le
Summary: An efficient and powerful copper-assisted method has been developed for the conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates. Key features of this method include the use of cheap and readily available CuBr2 as a medium and the use of sodium sulfinates as formal sulfonylation reagents. The resulting functional pyridinyl tosylates can be easily converted into compounds containing C-C and C-N bonds.
Article
Chemistry, Applied
Iratxe Astarloa, Raul SanMartin, Maria Teresa Herrero, Esther Dominguez
ADVANCED SYNTHESIS & CATALYSIS
(2018)
Article
Polymer Science
Leyre Perez-Alvarez, Erlantz Lizundia, Leire Ruiz-Rubio, Vanessa Benito, Isabel Moreno, Jose Luis Vilas-Vilela
JOURNAL OF APPLIED POLYMER SCIENCE
(2019)
Article
Chemistry, Physical
Garazi Urgoitia, Raul SanMartin, Maria Teresa Herrero, Esther Dominguez
APPLIED CATALYSIS A-GENERAL
(2019)
Article
Polymer Science
Leyre Perez-Alvarez, Leire Ruiz-Rubio, Isabel Moreno, Jose Luis Vilas-Vilela
Review
Polymer Science
Fadila Bekkar, Faiza Bettahar, Isabel Moreno, Rachid Meghabar, Mohammed Hamadouche, Estibaliz Hernaez, Jose Luis Vilas-Vilela, Leire Ruiz-Rubio
Article
Polymer Science
Julia Sanchez-Bodon, Leire Ruiz-Rubio, Estibaliz Hernaez-Lavina, Jose Luis Vilas-Vilela, Ma Isabel Moreno-Benitez
Summary: This study focuses on the effectiveness of using CuAAC click reaction to link a fluorophore to PLLA surface. It also discusses the covalent immobilization of the anti-inflammatory drug indomethacin on PLLA surface using the same reaction method.
Article
Polymer Science
Fadila Bekkar, Faiza Bettahar, Rachid Meghabar, Mohammed Hamadouche, Isabel Moreno-Benitez, Jose Luis Vilas-Vilela, Leire Ruiz-Rubio
Summary: Poly(N-vinylcarbazole) and its derivatives were fabricated into thin films with micrometric pore topography using the breath figure method, forming honeycomb-like arrays. The impact of dihalogenated substitutions and nanocellulose fillers on the topography and conformational entropy was evaluated through Voronoi tessellation calculations. This patterned structure could improve light capture and photoelectric conversion efficiency, increasing the potential applicability of these materials.
JOURNAL OF APPLIED POLYMER SCIENCE
(2021)
Review
Biochemistry & Molecular Biology
Garazi Urgoitia, Maria Teresa Herrero, Fatima Churruca, Nerea Conde, Raul SanMartin
Summary: Direct arylation is an atom-economical alternative to established procedures, and the use of palladium pincer complexes as catalysts has led to improved efficiency and reaction yields. This paper reviews intra- and intermolecular direct arylation reactions and discusses the role of these active catalysts.
Article
Energy & Fuels
Harbil Bediaga, Maria Isabel Moreno, Sonia Arrasate, Jose Luis Vilas, Lucia Orbe, Elias Unzueta, Juan Perez Mercader, Humberto Gonzalez-Diaz
Summary: This study developed an IFPTML model for classifying gasoline samples using Information Fusion, Perturbation Theory, and Machine Learning algorithms, with over 230,000 outcomes from a petroleum refinery plant. The model showed high sensitivity and specificity on training and validation sets, as well as robustness to changes in experimental techniques.
Article
Polymer Science
Julia Sanchez-Bodon, Jon Andrade del Olmo, Jose Maria Alonso, Isabel Moreno-Benitez, Jose Luis Vilas-Vilela, Leyre Perez-Alvarez
Summary: Titanium and its alloys have important applications in orthopedic and dental implants, but issues of rejection have arisen. Surface modification, especially surface pre-activation and self-assembled monolayers, is a promising strategy to develop bioactive coatings on titanium surfaces.
Article
Chemistry, Physical
Nerea Conde, Maria Teresa Herrero, Garazi Urgoitia, Raul SanMartin
Summary: Metal-catalyzed cascade processes based on hydrofunctionalization of alkynes have the potential to provide advantageous approaches to otherwise synthetically challenging compounds. A CNN pincer palladium(II) complex, acting as a homogeneous catalyst, provides the corresponding polyheterocycles with a higher substrate/catalyst ratio.
Article
Chemistry, Multidisciplinary
Garazi Urgoitia, Maria Teresa Herrero, Raul SanMartin
Summary: The recycling of polystyrene waste is a challenging issue. Researchers have found that using visible light and uranium-catalyzed reaction can efficiently convert polystyrene into acetophenone, regardless of the molecular weight, polydispersity, or form, and acetophenone can be used as an additive to improve the reaction yield in some cases.
Article
Chemistry, Multidisciplinary
Jokin Diaz de Sarralde, Elene Astobieta, Ania Sevilla, Yuliet Rincon, Maria Teresa Herrero, Garazi Urgoitia, Raul SanMartin
Summary: With the scarcity of chemical resources, catalysis by first-row transition metals has gained increasing interest. Iron, due to its abundance, low toxicity, and unique electronic features, holds promise. In this study, quinazoline alkaloids were synthesized from alkynoic acids and functionalized amines using iron dibromide and pyridine as catalysts in toluene or a solventless reaction system. The study focused on iron sources, reaction media, and the effect of additives. Results showed high yields and regioselective preparation of nitrogen- and oxygen-containing scaffolds. This is the first example of a cascade process involving alkynoic acids catalyzed by iron. Compared to previously reported gold, copper, and ruthenium catalysts for similar transformations, iron is more abundant, cheaper, and less toxic.
ENVIRONMENTAL CHEMISTRY LETTERS
(2022)
Review
Chemistry, Physical
Maria Teresa Herrero, Jokin Diaz de Sarralde, Nerea Conde, Aitor Herran, Garazi Urgoitia, Raul SanMartin
Summary: Cascade reactions provide a direct pathway to valuable compounds and simplify synthetic sequences. The cascade reaction between alkynoic acids and aminonucleophiles, catalyzed by metal catalysts, is a powerful tool for the construction of nitrogen-containing heterocyclic compounds. This review discusses the literature on metal-catalyzed cascade reactions, including substrate-catalyst ratio, aminonucleophile properties, substrate scope, and alternative solvents.
Article
Polymer Science
Antonio Veloso-Fernandez, Leire Ruiz-Rubio, Imanol Yugueros, M. Isabel Moreno-Benitez, Jose Manuel Laza, Jose Luis Vilas-Vilela
Summary: A sustainable epoxy vitrimer has been efficiently synthesized as a potential replacement for current commercial epoxy resins. It maintains good mechanical properties and recyclability.
