Article
Chemistry, Inorganic & Nuclear
Manas Khatua, Bappaditya Goswami, Shivali Hans, Kamal, Shivnath Mazumder, Subhas Samanta
Summary: A series of copper complexes with different amine-functionalized ligands were synthesized and investigated for their catalytic performance in the oxidation reaction of aromatic alcohols. The amine sidearm in the ligand backbone plays a significant role in the catalytic activity, and its structure affects the catalytic performance.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Manas Khatua, Bappaditya Goswami, Shivali Hans, Kamal, Shivnath Mazumder, Subhas Samanta
Summary: A series of copper complexes with different ligands were synthesized and their catalytic performance in the aerobic oxidation of aromatic alcohols was studied. The results showed that the amine sidearm of the ligands plays a crucial role in the catalytic activity, and the coordination of the alcohol was the rate-limiting step in the reaction.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xin Zhang, Zonghan Li, Hongshuai Chen, Chaoren Shen, Haihong Wu, Kaiwu Dong
Summary: A parallel paired electrosynthetic method is developed for the first time, which couples the electrocarboxylation of CO2 into ketone, imine, and alkene with alcohol oxidation or oxidative cyanation of amine. Various carboxylic acids as well as aldehyde/ketone or α-nitrile amine were prepared at the cathode and anode respectively in a divided cell. The method demonstrates high atom-economic CO2 utilization, elevated faradaic efficiency (total FE of up to 166%), and broad substrate scope, with potential application in green organic electrosynthesis proven through the synthesis of pharmaceutical intermediates for Naproxen and Ibuprofen.
Article
Chemistry, Applied
Runjie Li, Yanyan Zhang, Bing Xing, Mengtian Huang, Ting Wang, Xiaoping Hong, Baocheng Zhou, Benxia Li, Jia Ding, Qi Sui
Summary: The selective oxidation of alcohols using transition-metal-based catalysts is an environmentally friendly approach to produce aldehydes. In this study, mesoporous SBA-15 supported bimetallic NixCoy oxides were synthesized for the catalytic oxidation of alcohols using oxygen as the sole oxidant. The catalytic activity was influenced by the metal composition, with the Ni1Co4/SBA-15 catalyst exhibiting the best performance, achieving a benzyl alcohol conversion of 96.2% and a benzaldehyde selectivity of 98.3%. The results suggest that the electronic structure of the NixCoy/SBA-15 catalysts can be modulated by the Ni/Co ratio, and high Co3+/Co2+ and Ni3+/Ni2+ ratios promote the catalyst activity. The mesoporous structure of SBA-15 support enhances the benzyl alcohol oxidation performance compared to NixCoy nanocatalysts without SBA-15 support.
MICROPOROUS AND MESOPOROUS MATERIALS
(2023)
Article
Chemistry, Physical
Samuel E. Michaud, Michaela M. Barber, Kevin E. Rivera Cruz, Charles C. L. McCrory
Summary: The electrochemical reduction of CO2 and H2O to solar fuels is a promising strategy for energy storage, and the oxidation of organic alcohols in the alcohol oxidation reaction is a promising alternative anode reaction. Co2NiO4 is a promising catalyst for alcohol oxidation, showing high catalytic activity and selectivity for different alcohols.
Article
Chemistry, Multidisciplinary
Kejie Qin, Dejin Zang, Yongge Wei
Summary: This article summarizes the advances in the application of molecular oxygen oxidants within Polyoxometalates (POMs) based compounds in catalytic alcohol selective oxidation. POMs based catalysts can efficiently and economically convert alcohols to aldehydes and ketones through different energy chemical reaction modes such as thermocatalysis, photocatalysis, and electrocatalysis. The three advantages of POM catalysts in terms of performance, economy, and environmental protection are highlighted, along with methods to increase reaction surface area, reduce the use of precious metals, and improve catalyst stability.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Organic
Suk Hyun Lim, Hannara Jang, Min-Ji Kim, Kyung-Ryang Wee, Dong Hyun Lim, Young-Il Kim, Dae Won Cho
Summary: This study explores the use of visible-light and amine-functionalized fullerene photocatalysts for efficient delignification of lignocellulosic biomass. The results show that this method can lead to more efficient lignin fragmentation through selective bond cleavage, with the hydroxyl moiety playing a significant role.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Bouchaib Mouhsine, Abdallah Karim, Clement Dumont, Isabelle Suisse, Mathieu Sauthier
Summary: A clean method has been developed for the a-allylation of phenyl and alpha alkyl phenyl acetonitrile with allylic alcohols, catalyzed by nickel complexes in situ at 80 degrees C in methanol. The protocol, which only yields water as a side-product, can synthesize many allylic nitriles with good yields.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Girish Suresh Yedase, Sumit Kumar, Jessica Stahl, Burkhard Konig, Veera Reddy Yatham
Summary: A cerium-photocatalyzed aerobic oxidation method has been developed for the transformation of primary and secondary benzylic alcohols to aldehydes and ketones, using inexpensive CeCl3 center dot 7H(2)O as the photocatalyst and air oxygen as the terminal oxidant.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Pan Peng, Yifan Zhong, Cong Zhou, Yongsheng Tao, Dandan Li, Qingquan Lu
Summary: We report an unprecedented copper/chromium catalytic system that converts inert alkyl C-H bonds into nucleophilic alkyl-Cr(III) species at room temperature, enabling carbonyl addition reactions with strong alkyl C-H bonds. Various aryl alkyl alcohols are obtained under mild reaction conditions, even on a gram scale. Furthermore, this new radical-to-polar crossover approach is applied to the 1,1-difunctionalization of aldehydes with alkanes and different nucleophiles. Mechanistic investigations reveal that the aldehyde not only acts as a reactant but also serves as a photosensitizer to recycle the copper and chromium catalysts.
ACS CENTRAL SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Yu Xin, Xiaojun Shen, Minghua Dong, Xiaomeng Cheng, Shulin Liu, Junjuan Yang, Zhenpeng Wang, Huizhen Liu, Buxing Han
Summary: This study proposed a novel strategy to enhance the cleavage of C-aromatic-C-alpha bonds by pre-functionalization, allowing the valorization of lignin into high-value chemicals.
Article
Chemistry, Physical
Andrew G. Breuhaus-Alvarez, Siqi Li, Nathaniel Z. Hardin, Bart M. Bartlett
Summary: Photoelectrochemical oxidation of aqueous chloride electrolytes (1 M NaCl, pH 3) to hypochlorous acid is achieved on HxWO3 semiconducting photoelectrodes under 405 nm illumination at 100 mW/cm^2 with a constant potential chronoamperometry at 1.0 V versus Ag/AgCl. The hypochlorous acid acts as an oxidation agent, leading to oxidized products (acetaldehyde, acetic acid, or acetone) when 100 mM ethanol or 2-propanol is added into the solution. Chemical oxidation of ethanol by calcium hypochlorite demonstrates that both light and the HxWO3 surface enhance the reaction rate.
JOURNAL OF PHYSICAL CHEMISTRY C
(2021)
Article
Chemistry, Physical
Pradip Ramdas Thorve, Biplab Maji
Summary: A bioinspired catalytic system was developed for the one-pot cascade oxidation of a native primary amine and an in situ generated non-native secondary amine, yielding quinazolin-4(3H)-ones commonly found in pharmaceuticals and bioactive compounds in high yields. The detailed kinetic and mechanistic study provided insights into the role of the catalyst in the multi-step oxidative cascade reaction.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Dmitry E. Shybanov, Maria E. Filkina, Maxim E. Kukushkin, Yuri K. Grishin, Vitaly A. Roznyatovsky, Nikolai Zyk, Elena K. Beloglazkina
Summary: Spontaneous diffusion of volatile reagent vapors into a solution is a simple method for carrying out organic reactions. In this study, this technique was used to generate reactive intermediates for 1,3-dipolar cycloaddition reactions. The diffusion of volatile tertiary amines into the reaction mixture allowed for high yields of the desired products without side product formation.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Castelo Bandane Vilanculo, Marcio Jose da Silva
Summary: The study evaluated the activity of sodium salts of vanadium-doped phosphomolybdic acid in the oxidative esterification reaction of benzaldehyde with hydrogen peroxide in alkyl alcohol solutions. The catalyst Na4PMo11VO40 showed the highest activity and selectivity, regardless of the type of alcohol used. The reaction selectivity was influenced by the carbon chain length of the alcohol and steric hindrance on the hydroxyl group.
Article
Chemistry, Applied
Muthu Karuppasamy, B. S. Vachan, Tanvi Jandial, Sesuraj Babiola Annes, Nattamai Bhuvanesh, C. Uma Maheswari, Vellaisamy Sridharan
ADVANCED SYNTHESIS & CATALYSIS
(2020)
Article
Chemistry, Organic
B. S. Vachan, Muthu Karuppasamy, Gowsia Jan, Nattamai Bhuvanesh, C. Uma Maheswari, Vellaisamy Sridharan
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
E. Sankari Devi, Thangavel Pavithra, A. Tamilselvi, Subbiah Nagarajan, Vellaisamy Sridharan, C. Uma Maheswari
Article
Chemistry, Multidisciplinary
Thangavel Pavithra, E. Sankari Devi, Subbiah Nagarajan, Vellaisamy Sridharan, C. Uma Maheswari
Summary: An efficient ABB'C four-component Strecker reaction was developed under metal- and solvent-free conditions to access N-arylidene-2-aryl-imidazo[1,2-a]azin-3-amines in high yields. This one-pot reaction using elemental sulfur as catalyst showed good tolerance to various substrates and exhibited good green chemistry metrics compared to reported methods.
Review
Chemistry, Organic
T. Pavithra, E. Sankari Devi, C. Uma Maheswari
Summary: Oxidative N-heterocyclic carbene-catalyzed cyclization is an efficient strategy for constructing various N- and O-heterocycles with excellent enantioselectivities. The reaction proceeds via an acyl azolium intermediate, which is an active species capable of forming a diverse array of heterocycles through reactions with suitable substrates. Recent reports have summarized different strategies for formal annulations between incoming substrates and acyl azolium or other active intermediates, leading to the formation of various heterocycles.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Vandana Singh, Yadavali Siva Prasad, Arun Kumar Rachamalla, Vara Prasad Rebaka, Tohira Banoo, C. Uma Maheswari, Vellaisamy Sridharan, Krishnamoorthy Lalitha, Subbiah Nagarajan
Summary: The design and synthesis of amphiphilic molecules play a crucial role in fabricating smart functional materials via self-assembly, especially the inspiration from biologically significant natural molecules and their analogues. In this study, a series of amphiphilic N-acyl amides were synthesized from natural precursors using a simple synthetic protocol. The self-assembly of these molecules in vegetable oils resulted in the formation of hydrogel and oleogel, exhibiting unique morphological features and thermoresponsive behavior.
Article
Chemistry, Physical
Kettalu Ananthan Karthick, Kalairajan Kaleeswari, C. Uma Maheswari, Gandhi Sivaraman, Bhaskaran Shankar, Arunachalam Tamilselvi
Summary: This study reports a new facile molecular sensor for the selective detection of Zn2+ ions in solid and solution medium. The synthesized sensor shows a low limit of detection and practical applications in qualitative detection of zinc(II) on TLC plate based test strips and imaging of intracellular zinc(II) ions in HeLa cells.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2022)
Article
Chemistry, Organic
Thangavel Pavithra, Gnanaoli Karthiyayini, Subbiah Nagarajan, Vellaisamy Sridharan, C. Uma Maheswari
Summary: A new reaction method, employing a metal- and solvent-free [3+3]-cycloaddition/oxidation between chalcones and beta-enamine esters using iodine as a catalyst, was developed for the synthesis of various substituted m-terphenyls.
Article
Chemistry, Multidisciplinary
Thangavel Pavithra, Deepan Babu Rajkumar, Karthiyayini Gnanaoli, Sunnaghatta Nagaraja Sunil Gowda, Nagarajan Devipriya, C. Uma Maheswari
Summary: A facile and environmentally benign three-component reaction was developed to synthesize tetrasubstituted pyrroles under white light at room temperature without catalysts or solvents. The reaction involved enamine formation between primary amines and 1,3-dicarbonyl compounds, followed by Michael addition with beta-nitro styrene and subsequent intramolecular cyclization and aromatization, resulting in good to excellent yields of 1,2,3,4-tetrasubstituted pyrroles. Preliminary in vitro cytotoxic studies demonstrated significant activity of one compound (4 ac) against Hepatocellular carcinoma cells (HepG2), with an IC50 value of 17.82 μM.
Article
Chemistry, Organic
Diksha Rajput, Dolma Tsering, Muthu Karuppasamy, Kamal K. Kapoor, Subbiah Nagarajan, C. Uma Maheswari, Nattamai Bhuvanesh, Vellaisamy Sridharan
Summary: An efficient synthetic method for oxazepino[5,4-b]quinazolin-9-ones, 6H-chromeno[4,3-b]quinolines, and dibenzo[b,h][1,6]naphthyridines was established using a substrate-based approach under microwave-assisted and conventional heating conditions, achieving high yields (up to 88%). The one-pot process involved CuBr2-catalyzed cascade annulation and delivered oxazepino[5,4-b]quinazolin-9-ones with two new heterocyclic rings and three new C-N bonds. Microwave assistance was found to be superior, providing clean and rapid reactions completed in 15 minutes, compared to longer reaction times and elevated temperatures required for conventional heating.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Jananishree Sathiyamoorthy, Sudarshan Singh Rathore, Suma Mohan, C. Uma Maheshwari, Jayapradha Ramakrishnan
Summary: In the era of antiretroviral therapy, the prevalence of Cryptococcal infection among HIV patients in developed countries has decreased considerably. However, C. neoformans ranks top among the critical priority pathogen that affects a wide range of immunocompromised individuals. The threat of C. neoformans is because of its incredibly multifaceted intracellular survival capabilities.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2023)
Article
Chemistry, Organic
Diksha Rajput, Gowsia Jan, Muthu Karuppasamy, Nattamai Bhuvanesh, Subbiah Nagarajan, C. Uma Maheswari, J. Carlos Menendez, Vellaisamy Sridharan
Summary: An efficient cascade annulation reaction using secondary amine catalyst was developed for the synthesis of functionalized 2H-chromenes and 1,2-dihydroquinolines with a p-quinone methide scaffold. The microwave-assisted strategy achieved high yields and completion of reactions in just 15 min. The synthesized products were further transformed into valuable compounds via a palladium-catalyzed double C-H bond activation process and epoxidation.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Deepan Babu Rajkumar, Karthiyayini Gnanaoli, Arulmozhi Puhazhendhi, Tamilselvi Arunachalam, Subbiah Nagarajan, Vellaisamy Sridharan, Soumya Sivalingam, C. Uma Maheswari
Summary: An efficient method for synthesizing highly fluorescent trisubstituted thiophenes was developed using iodine-catalyzed, base-promoted annulation and elemental sulfur as a sulfur source. These compounds show excellent photophysical properties such as solid-state fluorescence, high quantum yield, and solvatochromism. The gram-scale synthesis of the desired heterocycles was also demonstrated, making them suitable for potential applications in optoelectronic devices.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Anish Gupta, Tanvi Jandial, Muthu Karuppasamy, Nattamai Bhuvanesh, Subbiah Nagarajan, C. Uma Maheswari, Vellaisamy Sridharan
Summary: Palladium-catalyzed, solvent-dependent intramolecular oxypalladation-triggered domino sequences of internal alkynes bearing tethered nucleophilic carboxylic ester and electrophilic enone functionalities were developed for the chemodivergent synthesis of two completely distinct biologically significant complex molecules including isochromenone-fused benzazepines and isobenzofuranone-fused tetrahydroquinolines/chromanes in a single synthetic operation.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Tanvi Jandial, Anish Gupta, Gowsia Jan, Muthu Karuppasamy, Subbiah Nagarajan, C. Uma Maheswari, Vellaisamy Sridharan
Summary: A microwave-assisted, palladium(ii)-catalyzed cascade reaction was developed to efficiently synthesize 5,10-dihydroindeno[1,2-b]indoles. The reaction exhibited a high yield (up to 84%) and a short reaction time, and it allowed the formation of two new rings and two new bonds in a single step. The mechanism of this reaction involved intramolecular aminopalladation followed by carbopalladation and protonolysis steps. Microwave irradiation was found to be superior to conventional heating methods in promoting this cascade reaction.
ORGANIC & BIOMOLECULAR CHEMISTRY
(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)