Article
Chemistry, Organic
Pedro P. De Castro, Gabriel M. F. Batista, Giovanni W. Amarante, Helio F. Dos Santos
Summary: Theoretical calculations and control experiments were used to investigate the mechanism and origin of enantioselectivity in the phosphoric-acid-catalyzed dynamic kinetic resolution of azlactones. The results identified a Munchnone intermediate as crucial in the isomerization of azlactone rings, and the developed model successfully predicted enantioselectivity under various reaction conditions.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Lingpu Meng, Jingjie Yang, Mei Duan, You Wang, Shaolin Zhu
Summary: Regio- and enantioselective hydroarylamination, hydroalkylamination and hydroamidation of styrenes have been developed using NiH catalysis with a simple bioxazoline ligand under mild conditions. A variety of enantioenriched benzylic arylamines, alkylamines and amides can be easily accessed by employing nitroarenes, hydroxylamines and dioxazolones as amination reagents. Chiral induction in these reactions is proposed to proceed through an enantiodifferentiating syn-hydronickellation step.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Zeng Gao, Chao-Xian Yan, Jinlong Qian, Huameng Yang, Panpan Zhou, Jinlong Zhang, Gaoxi Jiang
Summary: An efficient and rapid method for constructing a family of axially chiral sulfonamides with a wide functional group tolerance has been developed through Pd-catalyzed atroposelective hydroamination. Simple oxidation and gamma-addition enabled the synthesis of various valuable axially chiral sulfonamides and anilides, including non-natural amino acid derivatives. Preliminary DFT calculations were used to explain the origin of asymmetric induction.
Article
Chemistry, Physical
Lixian Wang, Jin Lin, Qiangsheng Sun, Chungu Xia, Wei Sun
Summary: A series of Mn(I) catalysts with chiral bidentate benzimidazoles derived from easily available amino acids have been developed for asymmetric transfer hydrogenation (ATH), showing high activity and enantioselectivity. These phosphine-free chiral Mn catalysts can efficiently convert bulky substrates into drug intermediate alcohols, with a possible mechanism and enantiocontrol model proposed based on experimental and DFT studies.
Article
Chemistry, Physical
Xiaowei Li, Yan Zhao
Summary: This study reports the use of molecularly imprinted nanoparticles as catalysts that utilize their environmental chirality to control the stereochemical outcomes. The catalytic reactions conducted in water at room temperature show high yields and excellent enantioselectivity.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Daven Foster, Pengchao Gao, Ziyun Zhang, Gellert Sipos, Alexandre N. Sobolev, Gareth Nealon, Laura Falivene, Luigi Cavallo, Reto Dorta
Summary: Chiral, cationic NHC-iridium complexes have been introduced as catalysts for the intramolecular hydroamination reaction of unactivated aminoalkenes, showing high activity and selectivity. By eliminating a major deactivation pathway, the efficiency of the reaction is improved. Through experimental and computational studies, valuable insights into the reaction mechanism have been gained.
Article
Chemistry, Multidisciplinary
Yuki Saito, Shu Kobayashi
Summary: The application of heterogeneous catalysts in continuous-flow enantioselective hydroacylation reactions was studied. Catalysts were prepared by mixing supports and rhodium complexes, and showed excellent activity and enantioselectivity. Under optimized conditions, the catalysts exhibited high turnover numbers and could be applied to various substrates. Furthermore, sequential-flow reactions with other heterogeneous catalysts were demonstrated for the synthesis of biologically active molecules and functional materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Multidisciplinary
Oleksandr Vyhivskyi, Anton Kudashev, Takeru Miyakoshi, Olivier Baudoin
Summary: Processes involving transition-metal catalysis have become a major part of synthetic chemists' toolbox in recent decades. The focus has shifted from cross-coupling reactions to C-H bond functionalization, with constant progress leading to discovery of enantioselective methods. The review discusses enantioselective Pd-0-catalyzed C-H activation, highlighting the importance of different chiral ligands and catalysts in enabling these transformations.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Kenji Yamashita, Yuji Tabata, Katsuya Yamakawa, Takuya Mochizuki, Kai Matsui, Manabu Hatano, Kazuaki Ishihara
Summary: Alkynyl addition to carbonyl compounds is an important synthetic method for the preparation of versatile chiral alcohols. In this study, a catalytic enantioselective addition of lithium acetylide to ketones using macrocyclic lithium binaphtholates as catalysts was reported. The designed macrocyclic structure prevented aggregation and resulted in monomeric and highly active catalysts that can produce enantioenriched tertiary alcohols from various ketones within a short reaction time.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Han Hao, Thibault Bagnol, Mathieu Pucheault, Laurel L. Schafer
Summary: By utilizing a specific titanium precatalyst, the hydroamination of alkynylphosphines to prepare 2-amino-phosphines in high yield and on gram scale has been achieved. The broad substrate scope allows for the rapid assembly of a variety of ligands in one pot, making preparation of metal P,N-complexes for catalysis or small molecule activation easy and efficient.
Article
Chemistry, Physical
Neha Antil, Naved Akhtar, Rajashree Newar, Wahida Begum, Ajay Kumar, Manav Chauhan, Kuntal Manna
Summary: The development of efficient and enantioselective heterogeneous catalysts based on abundant elements and inexpensive ligands is crucial for environmentally friendly and cost-effective production of optically active compounds. This study demonstrates the synthesis of chiral amino alcohol-functionalized metal-organic frameworks as highly enantioselective base-metal catalysts for asymmetric organic transformations.
Article
Chemistry, Physical
Daisuke Sakamoto, Isabel Gay Sanchez, Jiri Rybacek, Jaroslav Vacek, Lucie Bednarova, Marketa Pazderkova, Radek Pohl, Ivana Cisarova, Irena G. Stara, Ivo Stary
Summary: This study describes an asymmetric synthesis method for the preparation of optically pure and conformationally locked oxabenzo[5]helicenes. These compounds can be transformed into cycloiridated organometallics and exhibit excellent catalytic performance in asymmetric transfer hydrogenation reactions.
Article
Chemistry, Physical
Simon Sieger, Ilja Lubins, Bernhard Breit
Summary: A new Rh-catalyzed addition reaction of internal allenes with nitrogen containing heterocycles is reported. The dynamic kinetic resolution (DKR) of racemic internal allenes provides N-allylated triazoles and tetrazoles. Simultaneous control of position selectivity, enantioselectivity and olefin geometry gives access to important building blocks for target-oriented synthesis. The synthetic utility is demonstrated by gram-scale reaction and broad substrate scope with tolerance for multiple functional groups. Deuterium labeling experiments and experiments with enantioenriched allenes support a plausible reaction mechanism.
Article
Chemistry, Medicinal
Ryuichi Nishiyori, Ken Okuno, Bun Chan, Seiji Shirakawa
Summary: BINOL-derived chiral bifunctional sulfide and selenide catalysts have been found to be effective in enantioselective bromolactonization reactions. However, in enantioselective iodolactonization reactions, the products obtained with chiral sulfide catalysts were unexpectedly racemic. Further investigation revealed the importance of both a selenide moiety and a hydroxy group in chiral bifunctional selenide catalysts for achieving enantioselective iodolactonizations.
CHEMICAL & PHARMACEUTICAL BULLETIN
(2022)
Article
Chemistry, Multidisciplinary
Mario Waser, Michael Winter, Christopher Mairhofer
Summary: This article introduces the significance of (thio)-urea-containing bifunctional quaternary ammonium salts as organocatalysts and their application in asymmetric method development. It provides an overview of catalyst design and highlights the author's own contributions.
Article
Chemistry, Inorganic & Nuclear
James C. Knight, Angelo J. Amoroso, Peter G. Edwards, Neha Singh, Benjamin D. Ward
DALTON TRANSACTIONS
(2016)
Article
Biochemistry & Molecular Biology
Ruchi Gaur, Diksha Kumari Choubey, Mohammad Usman, Benzamin D. Ward, Jagat Kumar Roy, Lallan Mishra
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY
(2017)
Article
Chemistry, Inorganic & Nuclear
Lara M. Groves, Benjamin D. Ward, Paul D. Newman, Peter N. Horton, Simon J. Coles, Simon J. A. Pope
DALTON TRANSACTIONS
(2018)
Article
Chemistry, Inorganic & Nuclear
Emily E. Langdon-Jones, Benjamin D. Ward, Simon J. A. Pope
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2018)
Article
Polymer Science
Jack A. Stewart, Paul McKeown, Oliver J. Driscoll, Mary F. Mahon, Benjamin D. Ward, Matthew D. Jones
Article
Chemistry, Multidisciplinary
Jacopo Dosso, Tommaso Battisti, Benjamin D. Ward, Nicola Demitri, Colan E. Hughes, P. Andrew Williams, Kenneth D. M. Harris, Davide Bonifazi
CHEMISTRY-A EUROPEAN JOURNAL
(2020)
Article
Chemistry, Multidisciplinary
Jack Stewart, Martin Fuchs, Jack Payne, Oliver Driscoll, Gabrielle Kociok-Kohn, Benjamin D. Ward, Sonja Herres-Pawlis, Matthew D. Jones
Summary: Nine new complexes based on thioether appended iminophenolate (ONS) ligands have been synthesized and fully characterized using NMR spectroscopy. The solid-state structures and catalytic performance of these complexes in polymerization and degradation reactions have been investigated.
Article
Chemistry, Multidisciplinary
Sophie A. Fitzgerald, Xiao Xiao, Jianzhang Zhao, Peter N. Horton, Simon J. Coles, Richard C. Knighton, Benjamin D. Ward, Simon J. A. Pope
Summary: A series of 2-phenylquinoxaline ligands with CF3 or OCF3 groups were synthesized and investigated as cyclometalating reagents for platinum(II). The resulting complexes displayed efficient visible absorption and orange-red photoluminescence, which could be tuned by the ligand. The complexes also showed good upconversion efficiencies as photosensitizers for triplet-triplet annihilation energy upconversion.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Environmental Sciences
Thomas Allison, Benjamin D. Ward, Michael Harbottle, Isabelle Durance
Summary: Consumer wet wipes sold as biodegradable and flushable have seen a threefold increase in market size in the last decade, reaching over $3 billion in 2022. However, research shows that these wipes, which consist mainly of cellulosic fibers, do not degrade as claimed and may have negative environmental impacts.
SCIENCE OF THE TOTAL ENVIRONMENT
(2023)
Article
Polymer Science
Taylor B. Young, Owaen G. Guppy, Alysia J. Draper, Joshua M. Whitington, Benson M. Kariuki, Alison Paul, Mark Eaton, Simon J. A. Pope, Benjamin D. Ward
Summary: Polymers often lack the properties required for their intended applications. Additives such as plasticizers, flame retardants, stabilizers, and colorants are used to modify their physical properties to suit the final product. However, colorants pose challenges for recycling technologies as they cannot be removed through reprocessing. The authors have developed a method to prepare colored polymers by adding chromophore monomers to copolymerization reactions, achieving highly colored materials with minimal changes in properties from the base polymer. They have also successfully depolymerized the colored polymers and reformed them into colorless polymers, paving the way for recyclable polymers with tunable properties through the use of dopant-level monomers.
Article
Environmental Sciences
Charlotte Robison-Smith, Numair Masud, Eve C. Tarring, Benjamin D. Ward, Jo Cable
Summary: This study is the first to investigate the impacts of water-soluble polymers (WSPs) on two freshwater species, showing that these polymers can negatively affect fish growth and metabolic rate, while also exerting a certain level of harm on parasites. This suggests that the environmental leaching of WSPs may cause significant disruption to interspecies interactions within freshwater ecosystems.
SCIENCE OF THE TOTAL ENVIRONMENT
(2024)
Article
Polymer Science
Matthew S. Shaw, Morgan R. Bates, Matthew D. Jones, Benjamin D. Ward
Summary: The ring-opening co-polymerisation of epoxides and cyclic anhydrides is a versatile route to new polyesters. This study introduces the use of metallocene complexes as catalysts for this reaction, demonstrating their effectiveness in the preparation of bio-derived recyclable polymers.
Article
Chemistry, Inorganic & Nuclear
Sandeep Kaler, Paul McKeown, Benjamin D. Ward, Matthew D. Jones
Summary: A series of photoactive Schiff base ligands with azobenzene moieties, as well as seven Al(iii) and Zn(ii) complexes, were investigated for their ability to undergo trans-cis isomerisation upon exposure to UV light. The activity of the Al(iii) complexes' isomers displayed marked differences in the ring-opening polymerisation (ROP) of epsilon-caprolactone.
INORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Mohammed A. Bahili, Emily C. Stokes, Robert C. Amesbury, Darren M. C. Ould, Bashar Christo, Rhian J. Horne, Benson M. Kariuki, Jack A. Stewart, Rebekah L. Taylor, P. Andrew Williams, Matthew D. Jones, Kenneth D. M. Harris, Benjamin D. Ward
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Inorganic & Nuclear
Lara M. Groves, Catrin F. Williams, Anthony J. Hayes, Benjamin D. Ward, Marc D. Isaacs, Nadine O. Symonds, David Lloyd, Peter N. Horton, Simon J. Coles, Simon J. A. Pope
DALTON TRANSACTIONS
(2019)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
