Article
Chemistry, Multidisciplinary
Angus Olding, Curtis C. Ho, Allan J. Canty, Nigel T. Lucas, James Horne, Alex C. Bissember
Summary: This study reports the synthesis of a family of unprecedented arylpalladium(II) boronates that are kinetically stable at ambient temperature, and their chemical competence in a Suzuki-Miyaura reaction was demonstrated.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Elvis N. Nishida, Elder C. Leopoldino, Laize Zaramello, Higor A. Centurion, Renato Goncalves, Ricardo F. Affeldt, Carlos E. M. Campos, Bruno S. Souza
Summary: A novel Pd(II)-polymeric pre-catalyst was successfully prepared and demonstrated good activity in the Suzuki-Miyaura coupling reaction. The catalyst showed recyclability and its performance was affected by the concentration of the cross-coupling partners. The presence of oxygen was found to be crucial in preventing the formation of inactive Pd(0) aggregates.
Article
Chemistry, Multidisciplinary
Julius Hoepfner, Marius Brehm, Pavel A. Levkin
Summary: The rising costs of pharmaceutical research are currently limiting the productivity of drug discovery and development, but can potentially be reduced through miniaturization of compound synthesis and screening. In this study, the influential palladium-catalyzed Suzuki-Miyaura reaction is successfully implemented at the nanoliter scale on droplet microarrays for the synthesis of an 800-compound library of biphenyls. The synthesis of these compounds requires minimal reagents and solvent volume, and the obtained compounds can be purified and cleaved from excess reactants and catalyst. This novel approach expands the capabilities of droplet microarrays for miniaturized high-throughput chemical synthesis and opens up possibilities for future synthesis and screening of chemical compounds in a single platform.
Article
Chemistry, Inorganic & Nuclear
Ceren Akpunar, Namik Ozdemir, Mert Olgun Karatas, Bulent Alici, Ismail Ozdemir
Summary: In this study, we synthesized five new coumarin-functionalised PEPPSI type Pd-NHC complexes to examine their catalyst properties. The complexes showed slightly distorted square-planar geometry and exhibited catalytic activity in the Suzuki-Miyaura reaction of phenylboronic acid and aryl bromide derivatives.
INORGANIC CHEMISTRY COMMUNICATIONS
(2021)
Article
Chemistry, Applied
Maryam Mohammadikish, Nazanin Mosleh
Summary: Utilizing sunlight as a driving force in chemical reactions is beneficial for sustainability. This study reports the synthesis of a graphitic-carbon nitride system modified with Pd nanoparticles, which exhibits prominent photocatalytic performance for Suzuki-Miyaura coupling reactions.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Liam Byrne, Christian Skold, Per-Ola Norrby, Rachel H. Munday, Andrew R. Turner, Peter D. Smith
Summary: The development of biaryl 2,5-diphenylphospholanes as a new class of C-2-symmetric, monodentate ligands for asymmetric Suzuki-Miyaura (ASM) reactions has led to the successful preparation of a range of atropisomeric biaryl and heterobiaryl products with good to excellent levels of enantioselectivity. DFT studies indicate that the formation of a constraining ligand pocket and coordination of one of the biaryl methoxy groups to the metal center in the optimized ligands are crucial for restricting conformational freedom in the bond-forming step.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Shiguang Pan, Cong Gao, Jiatong Gui, Beibei Hu, Lifeng Gai, Changsheng Qiao, Chengwei Liu
Summary: A hierarchical titanium dioxide microspheres-supported palladium catalyst (Pd/TiO2-350) was successfully prepared and characterized. The Pd immobilization on TiO2 was confirmed with a palladium loading of 0.1 mmol g(-1) by ICP-OES analysis. Pd/TiO2-350 efficiently catalyzed the Suzuki-Miyaura reaction and could be reused multiple times without significant loss of activity, with a decreased loading of palladium species to 0.001 mol% and high turnover number and turnover frequency of 99,000 and 0.57 s(-1), respectively.
ARABIAN JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Hedvig Bolcskei, Nemet-Hanzelik Andrea, Gyorgy Keglevich
Summary: In medicinal chemistry, benzyloxy-benzaldehyde is an important intermediate for drug design. This study focused on the synthesis and reactions of benzyloxy-benzaldehyde with the attachment of a five membered heterocycle. Different methods for Suzuki cross-coupling were studied, using various boronic acids. The reactions were monitored and the products were purified. The study resulted in the synthesis of 26 new compounds.
CURRENT ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Alexander F. Schmidt, Anna A. Kurokhtina, Elizaveta Larina, Nadezhda A. Lagoda
Summary: Despite extensive studies on the reaction of Pd intermediates in the Suzuki-Miyaura reaction (SMR), direct evidence supporting the widely accepted assumptions regarding the activity of Pd hydroxo complexes is lacking. This study presents results on the reactivity of Pd-OH and/or Pd-OR-containing complexes in the transmetalation step under ligand-free turnover conditions. The catalytic involvement of specific Pd species was determined under real catalytic conditions by measuring the selectivity of competing reactions.
MOLECULAR CATALYSIS
(2023)
Article
Chemistry, Physical
Tiefeng Xu, Panting Lu, Sebastian Wohlrab, Wenxing Chen, Armin Springer, Xiao-Feng Wu, Wangyang Lu
Summary: Pd nanoparticles supported on low-melting polyester fabric were synthesized via a microwave-assisted method, showing excellent catalytic activity in Suzuki-Miyaura coupling reactions. The fabric can be conveniently separated from the reaction mixture and maintains good catalytic performance after 8 cycles, without Pd leaching.
CATALYSIS COMMUNICATIONS
(2021)
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, Applied
Kanticha Khomthawee, Nattaporn Nilada, Antika Homchuen, Pranorm Saejueng
Summary: The CS-EDTA-Pd catalyst was prepared by dissolving chitosan and EDTA in acetic acid, forming beads, adsorbing palladium(II), and reducing it to palladium(0) with ethanol reflux. The catalyst was characterized by various techniques. It was then tested in the Suzuki-Miyaura cross-coupling reaction and showed good catalytic activity. The catalyst is inexpensive, easy to prepare, and can be reused multiple times with only a slight loss in product yields.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Andrei Baran, Mariia Babkova, Jana Petkus, Kirill Shubin
Summary: A convenient and general method for Suzuki-Miyaura double cross-coupling of various dibromothiophenes was developed. Using a simple and cheap catalytic system, diarylthiophenes, useful in the synthesis of metal-organic frameworks (MOFs), can be obtained in moderate to excellent yields. The efficiency of the catalytic process and excess of boronic acids help to suppress side products and simplify the purification of products.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Review
Chemistry, Physical
Gianluigi Albano, Antonella Petri, Laura Antonella Aronica
Summary: In recent years, there has been extensive research on immobilizing palladium nanoparticles on solid supports for the preparation of active and stable catalytic systems. Compared to inorganic materials, naturally occurring organic solids are more cost-effective and readily available. This review focuses on the application of metal catalysts supported by natural biomaterials in C-C bond formation reactions, specifically Mizoroki-Heck, Suzuki-Miyaura, and Sonogashira reactions. Different types of organic matrices, such as cellulose, starch, pectin, agarose, chitosan, as well as proteins and enzymes, are discussed, highlighting the heterogeneous nature and recyclability of each catalyst.
Article
Chemistry, Multidisciplinary
Sheng-Qi Qiu, Yu Chen, Xiang-Jun Peng, Shi-Jiang He, Jun Kee Cheng, Yong-Bin Wang, Shao-Hua Xiang, Jun Song, Peiyuan Yu, Junmin Zhang, Bin Tan
Summary: In this study, we achieved the arene-alkene Suzuki-Miyaura coupling reaction between hindered aryl halides and vinyl boronates by designing appropriate ligands and reaction parameters. The axially chiral acyclic aryl-alkenes obtained exhibited remarkable efficiency, enantioselectivity, and E/Z selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Debasish Sarmah, Rakhee Saikia, Utpal Bora
Summary: The development of Chan-Lam cross-coupling technology provides a convenient method for the formation of C-N and C-S bonds. By using arylboronic acids as arylating agents, the need for expensive metal catalysts and high temperature reaction conditions is eliminated. Nickel has emerged as an inexpensive alternative with lower energy barriers for Chan-Lam cross-coupling, and exploring more alternatives is important for efficient C-X bond formation. This method can also be applied to the synthesis of pharmaceutically active scaffolds.
Article
Green & Sustainable Science & Technology
Niran Daimary, Pankaj Boruah, Khalifa S. H. Eldiehy, Tapan Pegu, Pritam Bardhan, Utpal Bora, Manabendra Mandal, Dhanapati Deka
Summary: This study focuses on transforming fruit and kitchen wastes into fuel through the synthesis of a catalyst, achieving the vision of a green, renewable, and sustainable integrated route. The research found that the biochar obtained from banana peel thermochemical conversion can be calcined and used as a catalyst for converting waste cooking oil into biodiesel, with a conversion rate of up to 98.0%.
Article
Multidisciplinary Sciences
Debajyoti Kabiraj, Hasnahana Chetia, Adhiraj Nath, Pragya Sharma, Ponnala Vimal Mosahari, Deepika Singh, Palash Dutta, Kartik Neog, Utpal Bora
Summary: This study presents the first complete mitogenome of Blepharipa sp., a dipteran parasitoid of Muga silkworm. The research confirms the similarity of Blepharipa sp. mitogenome gene content and arrangement to other Tachinidae and Sarcophagidae flies. It also reveals a higher AT content and AT biased codons in the Tachinidae mitogenomes, indicating a preference for AT-rich genes. The study suggests that natural selection plays a stronger role in codon usage bias than mutational pressure.
SCIENTIFIC REPORTS
(2022)
Article
Environmental Sciences
Niran Daimary, Khalifa S. H. Eldiehy, Neelam Bora, Pankaj Boruah, Muzamil Ahmad Rather, Manabendra Mandal, Utpal Bora, Dhanapati Deka
Summary: This study explores an integrated approach for transforming bio-waste and valorizing its byproducts. Banana pseudostem-derived biochar was used to synthesize a heterogeneous catalyst, while the ash was employed directly as a catalyst for biodiesel production. Additionally, an alkaline solution obtained from the ash was utilized for lignin recovery from bamboo leaves. Various characterization techniques were employed, and response surface methodology was used for optimization. The study demonstrates an inexpensive, sustainable, and environmentally friendly pathway for bio-waste valorization.
Article
Chemistry, Multidisciplinary
Dipika Konwar, Porag Bora, Bolin Chetia, Utpal Bora
Summary: The C-2 selective direct functionalization of N-methylindole derivatives with aryl iodides catalyzed by Pd supported on carbon has been developed. The method offers high selectivity, recyclability, and applicability to a wide range of substrates.
Article
Food Science & Technology
Jon Jyoti Kalita, Pragya Sharma, Utpal Bora
Summary: Food safety is a crucial concern due to the presence of contaminants that can have harmful effects on food. Oligonucleotide aptamers have emerged as a promising alternative to antibodies in the analysis of food contaminants, and various design strategies have led to disruptive innovations in this field.
Article
Chemistry, Multidisciplinary
Prantika Bhattacharjee, Anindita Dewan, Purna K. Boruah, Manash R. Das, Utpal Bora
Summary: This study presents a green and rapid assessment of lignocellulosic nanomaterials derived from waste fibrous feedstock of pomegranate peels. The use of lignocellulose as a support material for Pd nanoparticles enables the catalytic C2-H arylation of indoles with arylboronic acids with high regioselectivity and reusability. The catalyst also shows good functionality tolerance for free N-H indole moieties and can be used for selective double-functionalization of indole frameworks in a one-pot system.
SUSTAINABLE CHEMISTRY AND PHARMACY
(2023)
Article
Chemistry, Organic
Dipika Konwar, Pranamika Sarma, Jagat Chandra Borah, Utpal Bora
Summary: Halogen bonding triggered by the Lewis basic nature of acetonitrile enables the site-selective C-3 triaryl methylation of indoles and N-triaryl methylation of imidazoles with trityl chlorides. The reaction proceeds under catalyst-, metal-, and additive-free conditions at room temperature. The method provides a quaternary carbon centre appended to a heterocyclic moiety and is applicable to a wide range of substrates, yielding moderate to excellent product yields (up to 100%) under ambient reaction conditions. Equimolar amounts of reactants are sufficient to obtain the optimum yield, and in some cases, pure products can be obtained without column chromatography.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Rakhee Saikia, Sanghamitra Das, Arzu Almin, Abhijit Mahanta, Bipul Sarma, Ashim J. Thakur, Utpal Bora
Summary: In this study, N,N'-Dimethylurea (DMU) is introduced as a ligand to aid the Chan-Lam N-arylation reaction. The method involves copper catalysis and in situ complexation of DMU with copper, resulting in the efficient synthesis of N-arylated anilines, 3-aminophenols, and primary amides in moderate to good yields (50-90%). The developed catalytic system extends the scope of N,N'-Dimethylurea as an auxiliary in inexpensive and versatile copper catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Prantika Bhattacharjee, Bipul Sarma, Utpal Bora
Summary: A molecular-iodine catalyzed cascade addition/intramolecular cyclization reaction has been used to access an important class of bio-relevant indole derivatives, cyclopenta[b]indoles. The reaction's substrate control is essential, with the high-density electronic core of indole favoring the formation of indolyl-cyclopenta[b]indole derivatives.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Dipika Konwar, Rakhee Saikia, Risha Kalita, Manash R. Das, Utpal Bora
Summary: A biogenically synthesized Pd nanoparticle-decorated graphitic carbon nitride oxide sheet was developed for efficient Suzuki-Miyaura cross-coupling reactions. The catalyst not only functioned as a catalyst, but also served as a base, reducing the need for exogenous base. Furthermore, the catalyst exhibited good activity and could be easily recovered and reused.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Prantika Bhattacharjee, Anindita Dewan, Purna K. Boruah, Manash R. Das, Sanjeev P. Mahanta, Ashim J. Thakur, Utpal Bora
Summary: Cellulose fibers were extracted from waste pomegranate peels using a simple filtration method, and served as a bio-template for the formation of Pd-Ag bimetallic nanoclusters. The resulting heterogeneous catalyst exhibited enhanced catalytic activity, stability, and recyclability for Suzuki-Miyaura coupling of nitrogen-rich heterocycles under visible light conditions. The synergistic interactions between the bimetallic centers were responsible for the improved performance, facilitated by a localized surface plasmon resonance effect. The low energy input of the process also suggests its potential for large-scale nano-material production.
Meeting Abstract
Psychiatry
Puja Bora, Utpal Bora
INDIAN JOURNAL OF PSYCHIATRY
(2022)
Article
Chemistry, Multidisciplinary
Porag Bora, Dipika Konwar, Anindita Dewan, Manash R. Das, Utpal Bora
Summary: In this study, direct C-H bond functionalization of cyclic ethers through decarboxylation was achieved using synthesized biogenic CuO nanocatalysts under mild conditions. The method demonstrated a wide substrate scope with high yields and proceeded via a radical mechanism.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Engineering, Environmental
Niran Daimary, Khalifa S. H. Eldiehy, Pankaj Boruah, Dhanapati Deka, Utpal Bora, Biraj Kumar Kakati
Summary: The sustainable processing approach was used to transform potato peel into bio-oil and green heterogeneous catalysts. The byproduct, biochar, was reused as a renewable and sustainable catalyst source. The synthesized catalyst showed high catalytic activity and oil conversion rate.
JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING
(2022)
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)