Article
Biochemistry & Molecular Biology
Raul Porcar, Eduardo Garcia-Verdugo, Belen Altava, Maria Isabel Burguete, Santiago V. Luis
Summary: Chiral imidazolium l-prolinate salts have been studied as green and efficient chiral organocatalysts for direct asymmetric aldol reactions at room temperature. The presence of chirality in both the imidazolium cation and prolinate anion plays a significant role in transferring chirality from the organocatalyst to the aldol product. By selecting proper structural elements in the cation and anion, excellent activities, selectivities, and enantioselectivities can be achieved.
Article
Engineering, Chemical
Ariane Weber, Philipp Isbruecker, Marcel Schmidt, Reinhard Schomaecker
Summary: The study discusses the suitability of ionic liquids as surfactants in an aqueous multiphase system for Pd-catalyzed reactions. It is found that the concentration of the ionic liquids significantly influences the reaction performance and phase separation. Additionally, in recycling experiments, the Pd-catalyst can be successfully separated and reused.
CHEMIE INGENIEUR TECHNIK
(2021)
Review
Chemistry, Applied
Gabriele Lupidi, Alessandro Palmieri, Marino Petrini
Summary: N-Activated ketimines are characterized by electron-withdrawing groups linked to the nitrogen atom, enhancing the electrophilic character and allowing addition reactions with weak nucleophiles. The presence of oxygen atoms in these groups is crucial for asymmetric catalytic reactions. This review summarizes the literature on the synthesis of optically active alpha-substituted amino derivatives using open-chain N-activated ketimines.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Polymer Science
Dawid Kansy, Krystyna Czaja, Kornelia Bosowska, Pawel Groch
Summary: Ionic liquids were used as catalysts for glycerin condensation reaction, and the reaction process was studied using techniques such as NMR and FTIR spectroscopy.
Article
Green & Sustainable Science & Technology
Sakthinarayanan Jayaraman, Selvarasu Uthayanila, Chandrakasan Vanmathi, Parasuraman Karthikeyan
Summary: The current study demonstrates the synthesis of secondary alcohol from ketone using BIL as a homogeneous catalyst, under solvent-free and harsh reaction conditions. Isopropanol was found to be an effective catalyst for clean reduction of ketone to secondary alcohols. The use of ionic liquids as catalysts showed high activity, selectivity, and recyclability.
MATERIALS TODAY SUSTAINABILITY
(2022)
Article
Engineering, Chemical
Ana R. F. Carreira, Ana M. Ferreira, Mafalda R. Almeida, Joao A. P. Coutinho, Tania E. Sintra
Summary: The commercialization of chiral drugs is a growing concern in pharmacology due to the potential issues with the pharmacological activities of enantiomers in racemates. This study aimed to develop a platform for the resolution of propranolol using chiral selectors in biphasic systems, with a focus on enantioselective liquid-liquid extraction (ELLE) systems. The most efficient biphasic system identified involved 1,2-dichloroethane-water, dipentyl-L-tartrate, and boric acid as chiral selectors, achieving an enantioselectivity of 2.54.
SEPARATION AND PURIFICATION TECHNOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Susannah A. A. Miller, Damien Guironnet
Summary: Functionalizing inorganic particles with organic ligands is a common technique for heterogenizing organometallic catalysts. We studied the unexpected latency in catalytic activity of molecular platinum coordinated to silica nanoparticles functionalized with norbornene ligands. We found that this latency is related to ligand density, chemical structure of the norbornene, and nanoparticle topology. Additionally, we demonstrated the benefit of this latency for triggering curing of silicone elastomers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Physical
Karthick Muthuvel, Thirumanavelan Gandhi
Summary: The activation and functionalization of C-F bonds is a challenging task, but the use of NHC and metal-NHC enables easy access and reactivity for functionalization.
Article
Chemistry, Multidisciplinary
Gang Yang, Jing-He Cen, Jian Lan, Meng-Yuan Li, Xuan Zhan, Gao-Qing Yuan, Hai-Yang Liu
Summary: A new phosphorus(V) complex [(TPFC)P-V(OH)(2)] was reported as an electrocatalyst for the hydrogen evolution reaction (HER), showing excellent activity and stability. It can serve as a sustainable alternative to precious metal catalysts.
Review
Chemistry, Physical
Antonio Faggiano, Maria Ricciardi, Antonio Proto
Summary: This review discusses recent research on the catalytic production of polyphenolic esters from biomass feedstocks, focusing on bio-catalysis and acid catalysis methods. Attention should be paid to the application of new efficient acid catalysts and their reuse for multiple reaction cycles.
Article
Chemistry, Multidisciplinary
Francesco Ferlin, Federica Valentini, Giulia Brufani, Daniela Lanari, Luigi Vaccaro
Summary: The development of a tailored fluoride-based heterogeneous catalyst POLITAG-F allowed for efficient conversion of various carbonyl substrates while minimizing waste production in continuous reactions. Under flow conditions, large amounts of substrate were converted with high productivity, resulting in a low E-factor value. Assessment of the environmental impact using green metrics and safety indices showed the protocol's favorable environmental profile.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2021)
Review
Biochemistry & Molecular Biology
Hossein Mousavi
Summary: Heterocyclic compounds have diverse applications, catalysis plays a key role in synthesis, and chitosan is a promising material for catalytic systems.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2021)
Review
Chemistry, Multidisciplinary
Justus Diekamp, Thomas Seidensticker
Summary: The recycling of homogeneous catalysts in a homogeneous matrix is a challenging task for many reactions aiming for industrial applications. Although various synthetic approaches for recyclable homogeneous catalysts exist, a concise overview of catalyst modifications is lacking in the literature. This review aims to fill this gap by summarizing the existing synthesis pathways for polar, non-polar, fluorous, and molecular-weight-enlarged catalysts and examining their modular and late-stage approaches. Additionally, the potential for a generally applicable tag library to facilitate catalyst modifications for specific recycling strategies is explored.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Inorganic & Nuclear
Lindie Marais, Hermanus C. M. Vosloo, Andrew J. Swarts
Summary: Oxidative transformations involve converting organic substrates into oxygenates for pharmaceutical and chemistry industries. The mechanistic pathways of Cu-based catalyst systems include the initial oxidation state of copper, the redox lability of these oxidation states and the nature of the Cu-based active species.
COORDINATION CHEMISTRY REVIEWS
(2021)
Review
Chemistry, Physical
Nilanjana Majumdar
Summary: Catalytic asymmetric transformation is a powerful strategy for synthesizing diverse nonracemic molecular entities. Carboxylic acids have been explored as building blocks in this area, and significant advancements have been made in the last three decades. They can act as both C- and O-nucleophiles, as well as electrophiles, in asymmetric reactions under catalytic conditions.
Article
Chemistry, Analytical
Aldo Roda, Martina Zangheri, Donato Calabria, mara Mirasoli, Cristiana Caliceti, Arianna Quintavalla, Marco Lombardo, Claudio Trombini, Patrizia Simoni
SENSORS AND ACTUATORS B-CHEMICAL
(2019)
Article
Chemistry, Applied
Cristian Rosso, Marco G. Emma, Ada Martinelli, Marco Lombardo, Arianna Quintavalla, Claudio Trombini, Zois Syrgiannis, Maurizio Prato
ADVANCED SYNTHESIS & CATALYSIS
(2019)
Article
Chemistry, Medicinal
M. Ortalli, S. Varani, C. Rosso, A. Quintavalla, M. Lombardo, C. Trombini
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Alessandro Cerveri, Stefano Pace, Magda Monari, Marco Lombardo, Marco Bandini
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Biochemistry & Molecular Biology
Giovanna Picone, Concettina Cappadone, Alice Pasini, Joseph Lovecchio, Marilisa Cortesi, Giovanna Farruggia, Marco Lombardo, Alessandra Gianoncelli, Lucia Mancini, Menk H. Ralf, Sandro Donato, Emanuele Giordano, Emil Malucelli, Stefano Iotti
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2020)
Article
Chemistry, Multidisciplinary
Claudio Curti, Gloria Rassu, Marco Lombardo, Vincenzo Zambrano, Luigi Pinna, Lucia Battistini, Andrea Sartori, Giorgio Pelosi, Franca Zanardi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Physical
Marco Giuseppe Emma, Alice Tamburrini, Ada Martinelli, Marco Lombardo, Arianna Quintavalla, Claudio Trombini
Article
Chemistry, Medicinal
Margherita Ortalli, Stefania Varani, Giorgia Cimato, Ruben Veronesi, Arianna Quintavalla, Marco Lombardo, Magda Monari, Claudio Trombini
JOURNAL OF MEDICINAL CHEMISTRY
(2020)
Article
Chemistry, Applied
Davide Lardani, Roger Marti, Arianna Quintavalla, Marco Lombardo, Claudio Trombini
Summary: A safe and scalable approach for the preparation of a common intermediate for the synthesis of various anti-malarial and/or anti-leishmanial compounds is reported in this study. The method, developed from screening experimental parameters, utilizes inexpensive starting materials, low catalyst loading, and mild conditions.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2021)
Article
Chemistry, Applied
Arianna Quintavalla, Ruben Veronesi, Demetra Zambardino, Davide Carboni, Marco Lombardo
Summary: An efficient diastereoselective route was developed for the preparation of chiral oxathiazine 2-oxide scaffolds as sulfinyl transfer agents. This method utilizes tent-butanesulfinamide (tBSA) both as the source of chirality and as the precursor to the required nitrogen electron withdrawing group on the scaffold. Different substituents can be introduced on the chiral scaffold using commercially available reagents and standard synthetic transformations. The synthesized scaffolds showed comparable results to existing sulfinyl transfer agents and have the potential for further development to facilitate recovery and reuse.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Applied
Arianna Quintavalla, Davide Carboni, Cecilia Sepe, Liviana Mummolo, Nelsi Zaccheroni, Marco Lombardo
Summary: A more sustainable and efficient photocatalytic alpha-amino arylation protocol was developed, achieving three noteworthy results: i) replacement of toxic medium DMA with greener solvents NBP and NHP, leading to improved process efficiency by reducing the amine and base amount; ii) development of a recycling protocol for sustainable solvent NHP and costly photocatalyst fac-Ir(ppy)(3), resulting in environmental and economic benefits; iii) scalability of the protocol in green solvents up to 10 mmol of limiting reagent, while maintaining excellent performance at a low photocatalyst loading of 0.05 mol%. Additionally, the versatility of this approach was demonstrated by utilizing NBP in another photoredox process.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Applied
Enrico Marcantonio, Franca Zanardi, Claudio Curti, Marco Lombardo
Summary: In this study, the mechanism of the stereoselective (4+2) cycloaddition of N-protected 6-methyluracil-5-carbaldehydes and (E)-beta-nitrostyrenes catalyzed by Takemoto's tertiary amine/thiourea organocatalyst was explored using density functional theory calculations. The study revealed a four-step sequence involving a stereo-defining Michael addition followed by a diastereoselective intramolecular Henry reaction. Additionally, a complex network of hydrogen bonding interactions between the chiral catalyst and the reaction partners was discovered.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Review
Biochemistry & Molecular Biology
Arianna Quintavalla, Davide Carboni, Marco Lombardo
Summary: In 1971, a new asymmetric intramolecular aldol reaction catalyzed by the natural amino acid proline was discovered independently by chemists from Hoffmann-La Roche and Schering AG. This reaction later became known as the Hajos-Parrish-Eder-Sauer-Wiechert reaction. In 2000, it was found that L-proline could also catalyze intermolecular aldol reactions with significant enantioselectivities, and in the same year, imidazolidinones derived from natural amino acids were found to efficiently catalyze asymmetric Diels-Alder cycloadditions, marking the birth of modern asymmetric organocatalysis. In 2005, the use of diarylprolinol silyl ethers for the asymmetric functionalization of aldehydes was proposed, further advancing the field of asymmetric organocatalysis.
Article
Chemistry, Medicinal
Manuele Di Sante, Alena Kaltenbrunner, Marco Lombardo, Alberto Danielli, Paolo Emidio Costantini, Matteo Di Giosia, Matteo Calvaresi
Summary: A Ce6-C-60 dyad was synthesized, which showed improved cellular uptake of Ce6 and enhanced generation of reactive oxygen species (ROS). It exhibited higher PDT efficacy than Ce6 alone, making it promising for photodynamic therapy.
Article
Chemistry, Inorganic & Nuclear
Andrea Gualandi, Francesco Calogero, Ada Martinelli, Arianna Quintavalla, Marianna Marchini, Paola Ceroni, Marco Lombardo, Pier Giorgio Cozzi
DALTON TRANSACTIONS
(2020)