Article
Chemistry, Organic
Ling Zhao, Xiaochun He, Tianhua Cui, Xufeng Nie, Jiaqi Xu, Xueli Zheng, Weidong Jiang, Maolin Yuan, Hua Chen, Haiyan Fu, Ruixiang Li
Summary: The acceptorless dehydrogenative cross-coupling of primary alcohols to form cross-esters with the liberation of H2 gas was achieved using a [RuCl(eta 6-C6H6)(Kappa 2-CNP)][PF6]Cl complex as the catalyst. This sustainable protocol is applicable to a wide range of primary alcohols, particularly those that are sterically demanding, and it exhibits good functional group tolerance and high selectivity. The nitrogen-phosphine-functionalized N-heterocyclic carbene (CNP) ligand, which adopts a facial coordination mode and allows for facile dissociation of coordinated benzene, is responsible for the excellent catalytic performance.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Dylan Smeyne, Katherine Verboom, Maria Bryan, James LoBue, Abid Shaikh
Summary: This electrolytic method involves direct oxidative coupling of aldehydes with alcohols to produce esters with high yields. It is easy to operate and offers a sustainable alternative to conventional methods.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Physical
John C. Hoefler, Anh Vu, Arturo J. Perez, Janet Bluemel
Summary: Oxidations are important reactions in both academia and industry, and hydrogen peroxide (H2O2) is a commonly used source of active oxygen for these reactions. However, using H2O2 in its pure form is impractical due to its instability, so it is usually diluted in water. This can complicate reactions as biphasic mixtures with organic solvents are formed, and secondary reactions with water can produce side products. Therefore, researchers are actively exploring alternative forms of H2O2, such as peroxide adducts. One promising solution is the use of di(hydroperoxy)alkane adducts of phosphine oxides, which are soluble in organic solvents, stable, and effective for various oxidation reactions. The only drawback is the need to remove the phosphine oxide carrier after the reaction. In this study, a bifunctional ligand is immobilized on a silica support, creating a surface-bound di(hydroperoxy)propane adduct with the phosphine oxide as the carrier. The adduct is characterized using NMR spectroscopy and it is demonstrated that it remains bound to the silica support, allowing for easy removal of the carrier. The immobilized peroxide adduct is shown to be active and reusable for multiple cycles.
APPLIED SURFACE SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Ayyappan Arjunan, Marimuthu Manikandan, Rajagopalan Vijayaraghavan, Palanivelu Sangeetha
Summary: In this study, CuxFe3-xO4 nanoparticles were synthesized using a cost-effective and eco-friendly method with water-soluble egg-white as the raw material. The characterization studies confirmed the crystalline structure and superparamagnetic behavior of the fabricated CuxFe3-xO4 nanoparticles. These magnetic nanoparticles demonstrated excellent catalytic performance for the selective oxidation of benzyl alcohol to benzaldehyde under solvent-free conditions. The addition of egg-white during the synthesis significantly enhanced both the crystallinity and catalytic activity.
Article
Materials Science, Multidisciplinary
Xiaozhong Chen, Xingyou Han, Jing Xu, Junjie Yu, Chen Chen, Jiazhi Yang, Feng Li
Summary: A metallopolymer, Ru(p-cymene)@poly(2,2 '- BiBzlm), derived from [Ru(p- cymene)Cl]2 incorporated into poly(bibenzimidazoles), showed excellent catalytic activity for the redox isomerization of allylic alcohols to ketones. Mechanistic experiments revealed an intramolecular hydrogen shift mechanism. The catalyst was also successfully employed for the gram-scale synthesis of a biologically active molecule, and exhibited good recyclability with no significant loss in activity after five cycles.
ACS APPLIED POLYMER MATERIALS
(2023)
Article
Materials Science, Multidisciplinary
Yongke Hu, Jiawei Xia, Jin Li, Huaju Li, Yanxing Li, Shaozhong Li, Chuansong Duanmu, Bindong Li, Xin Wang
Summary: A highly efficient nitrogen-doped carbon black-supported PdBi alloy nanocatalyst has been developed for the direct oxidative esterification of alcohols, displaying outstanding catalytic performance, broad substrate scope, and easy recyclability. The catalyst's superior activity is attributed to its unique structure involving synergetic electronic effects between Pd and Bi, surface modulation by acidification and N doping, and efficient adsorption of reactants. This study offers a promising eco-friendly catalytic system with potential industrial applications.
JOURNAL OF MATERIALS SCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Kamal Das, Swapan Majumdar
Summary: A highly efficient trans-esterification of various alcohols with beta-keto methyl/ethyl esters has been achieved using a silica supported boric acid catalyst under solvent-free conditions. The reaction proceeds with high yields and the catalyst can be easily recovered and reused multiple times. This sustainable protocol offers a simple and effective method for the synthesis of esters, reducing the environmental impact.
Article
Chemistry, Multidisciplinary
Tomohiro Ichitsuka, Takashi Makino, Takayuki Ishizaka
Summary: This study developed an ecofriendly method for the synthesis of N-arylamides using isopropenyl esters and heterogeneous acid catalysts, which enables the synthesis of various N-arylamides in high yields. The method has a wider substrate scope and allows for the obtainment of high-purity products.
Article
Chemistry, Multidisciplinary
Aniruddha Das, Asit Kumar Das
Summary: In this work, a Hf-based UiO-66 MOF called CSMCRI-KNC was successfully synthesized and employed as a reusable heterogeneous catalyst for the selective hydrogenation reaction of carbonyl compounds and alcohol. The catalyst exhibited high yield, high conversion, broad substrate scope, high stability, and size-selectivity. The excellent performance of CSMCRI-KNC was attributed to the more positively charged Hf species and the incorporation of the functional group, making it a practical option in the field of catalysis.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Physical
Adeeb Hayyan, Andrew T. H. Yeow, Khalid M. Abed, Wan Jeffrey Basirun, Low Boon Kiat, Jehad Saleh, Goh Wen Han, Pua Chia Min, Abdullah S. M. Aljohani, M. Y. Zulkifli, Falah D. H. Alajmi, Fahad A. Alhumaydhi, Ahmaad Kadmouse Aldeehani, Mohd Ali Hashim
Summary: This study investigated the pre-treatment of low grade crude palm oil using two different acid catalysts to reduce the FFA content, achieving significant results in biodiesel production. The research introduced for the first time acidic catalysts with high catalytic activity for esterification of FFA content in low quality oils.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Chemistry, Inorganic & Nuclear
Xiaozhong Chen, Deyun Liu, Chenchen Yang, Lili Shi, Feng Li
Summary: A rhodium-(III) complex Cp*Rh@HATN-CTF was synthesized by immobilizing [Cp*RhCl2](2) on a hexaazatrinaphthalene-based covalent triazine framework. In the presence of Cp*Rh@HATN-CTF (1 mol % Rh), a series of primary amines could be obtained via the reductive amination of ketones in high yields. Moreover, the catalytic activity of Cp*Rh@HATN-CTF was well maintained during six runs. The present catalytic system was also applied for the large scale preparation of a biologically active compound. The development of efficient and recyclable heterogeneous catalysts is of significant importance for sustainable chemistry.
INORGANIC CHEMISTRY
(2023)
Article
Multidisciplinary Sciences
Yalda Rangraz, Seyed Mohammad Vahdat, Samad Khaksar
Summary: Recyclable SnO2 nanoparticles catalyze the Pechmann condensation to form coumarins between phenolic alcohols and beta-ketoesters at room temperature in ethanol. In another study, SnO2 nanoparticles are used as catalysts to synthesize biscoumarins from the reaction between 4-hydroxycoumarin and aldehydes under the same conditions. These methods offer benefits such as mild reaction conditions, non-chromatographic purification, tolerance towards functional groups, and high yields (93-98%).
Article
Biochemistry & Molecular Biology
Magdalena Kwolek-Mirek, Sabina Bednarska, Aleksandra Dubicka-Lisowska, Roman Maslanka, Renata Zadrag-Tecza, Pawel Kaszycki
Summary: Alcohol and aldehyde dehydrogenases play important roles in metabolic and detoxification reactions. Comparing their activity in a wild-type strain and a Delta sod1 mutant, it was found that the mutant showed significantly higher activity, which was not simply caused by differences in protein content or gene expression. Further analysis revealed that the increased activity in the mutant may be due to the higher availability of pyridine nucleotide cofactors. Additionally, the imbalance between NAD(+) and NADPH, caused by upregulation of the pentose phosphate pathway, also contributes to the mutant's increased sensitivity to alcohols and aldehydes.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Organic
Ali Rahmatpour, Ghazaleh Donyapeyma
Summary: A new catalytic application of immobilized titanium tetrachloride on a cross-linked poly(N-vinyl-2-pyrrolidone) carrier, TiCl4/PNVP, as a recoverable and heterogeneous macromolecular Lewis acidic catalyst has been developed. This catalytic system enables the facile and cleaner synthesis of 3,4-dihydro pyrimidin-2(1H)-ones/thiones in high yields with TON up to 23.2 through the Biginelli three-component cyclocondensation reaction in ethanol. The reusability test confirms that this heterogeneous titanium catalyst can be easily separated from the reaction mixture by simple filtration and reused multiple times with negligible loss of activity.
SYNTHETIC COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)