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Hydrogen Bonding Thiourea Organocatalysts In Organic Synthesis
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Book Synopsis Hydrogen Bonding in Organic Synthesis by : Petri M. Pihko
Download or read book Hydrogen Bonding in Organic Synthesis written by Petri M. Pihko and published by John Wiley & Sons. This book was released on 2009-09-09 with total page 395 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first comprehensive overview of the rapidly growing field emphasizes the use of hydrogen bonding as a tool for organic synthesis, especially catalysis. As such, it covers such topics as enzyme chemistry, organocatalysis and total synthesis, all unified by the unique advantages of hydrogen bonding in the construction of complex molecules from simple precursors. Providing everything you need to know, this is a definite must for every synthetic chemist in academia and industry.
Book Synopsis Organocatalysis by : Maurizio Benaglia
Download or read book Organocatalysis written by Maurizio Benaglia and published by Walter de Gruyter GmbH & Co KG. This book was released on 2021-07-19 with total page 606 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organocatalysis is considered today one of the three pillars in asymmetric catalysis, along with biocatalysis and organometallic catalysis. The current book gives an overview of the new reactions, the catalysts and their activation strategies reported in recent years. In addition, the applications of organocatalysis in total synthesis, radical reactions, flow chemistry and industrial practice are discussed.
Book Synopsis Planar-Chiral Hydrogen-Bond Donor Catalysts by : Jakob Schneider
Download or read book Planar-Chiral Hydrogen-Bond Donor Catalysts written by Jakob Schneider and published by Cuvillier Verlag. This book was released on 2010-11-02 with total page 276 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis focuses on the first synthesis and application of planar-chiral [2.2]paracyclophane- derived hydrogen-bond donor catalysts, thereby inducing a unique chiral motif into the emerging field of thiourea organocatalysis. Reaction acceleration through hydrogen-bond catalysis has made a significant impact on the field, rendering the development of potent catalyst structures extremely valuable. Based on the [2.2]paracyclophane scaffold, mono- and bi-functional thiourea catalysts were prepared. The rigidity of the [2.2]paracyclophane structure leads to a unique setup of the substituents. In pseudo-geminal position to the thiourea moiety, a hydroxy group was selected and introduced as the second functionality. In a 12-step synthesis, the enantiopure hydroxy- substituted [2.2]paracyclophanylene thiourea was obtained. Furthermore, efficient access to enantiopure pseudo-geminally substituted 13-amino-4- bromo[2.2]paracyclophane was developed. The aminobromide was employed in cross- coupling reactions to yield arylated amino[2.2]paracyclophanes, exhibiting a broad range of electronic and steric features useful for organocatalytic applications. The developed catalysts were applied in asymmetric organic transformations and proved most useful in the transfer hydrogenation reaction. The hydroxy-substituted thiourea catalyst particularly exhibited catalytic activity and stereoselectivity. To shed light on the mode of action of this class of hydrogen-bond catalysts, various analytic methods were conducted. Through extensive crystallographic and NMR complexation experiments, the binding properties of the catalysts were investigated in terms of their interaction with hydrogen-bond- accepting functional groups. Furthermore, quantum chemical DFT and ab initio calculations were undertaken to explore the favored conformations of [2.2]paracyclophane-derived thioureas. The combined findings revealed substrate-dependent activation via single or double hydrogen bonding between the NH groups of the thiourea and the respective substrate. Furthermore, a class of readily accessible hydrogen-bond thiourea catalysts was developed, derived from amino acids. Their steric and electronic features were modulated by their degree of substitution at the carbinol carbon center. All catalysts were applied in the asymmetric transfer hydrogenation of nitroolefins, furnishing the products in up to 99% yield and 87% enantiomeric excess.
Book Synopsis Recent Advances in Organocatalysis by : Iyad Karamé
Download or read book Recent Advances in Organocatalysis written by Iyad Karamé and published by BoD – Books on Demand. This book was released on 2016-09-28 with total page 194 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organocatalysis has recently attracted enormous attention as green and sustainable catalysis. It was realized as a fundamental field providing wide families of catalysts for important organic transformations. It will certainly develop in the future. Given the diversity of accessible transformations, metal-catalyzed reactions have become major tools in organic synthesis that will undoubtedly continue to have an important impact in the future. Alternatively, over the last years, a metal-free approach such as organocatalysis has reached a level of faithfulness, allowing researchers to discover new catalytic systems based on engagement of new or early-prepared organic molecules as organocatalysts. Organocatalysis meets green chemistry principles, especially the reduction of toxicity and chemical accidents, the biodegradability, and the use of benign and friendlier reaction media and conditions.
Book Synopsis Non-Covalent Catalysis and Hydrogen Bonding by :
Download or read book Non-Covalent Catalysis and Hydrogen Bonding written by and published by GRIN Verlag. This book was released on 2019-08-08 with total page 40 pages. Available in PDF, EPUB and Kindle. Book excerpt: Research Paper (undergraduate) from the year 2019 in the subject Chemistry - Bio-chemistry, grade: 1,0, University of Cologne, language: English, abstract: This work is about the non-covalent catalysis and concentrates on the hydrogen-bond catalysis. Nowadays it is common to use catalysis in organic synthesis. It can help in orienting the substrates, lowering barriers to reaction and accelerating the rates of reaction. In addition to metal-ligand systems and biocatalysts, there is another class of catalysts, the organocatalysts which are free of any metals, like many enzymes. The organocatalysts often consist of chiral compounds. The output materials are easy to find in the nature. How these catalysts accelerate the reaction rates is a central question in organic synthesis. It is important to distinguish the interactions with the organic substrates between covalent and non-covalent bonds. The activation of a carbonyl compound by conversion into an enamine or into an iminium ion belongs to the covalent catalysis, while to increase the electrophilicity of a carbonyl group by formation of hydrogen bondings is a typical example for non-covalent organocatalysis. Thus, the acceleration and the control of the reaction rates depend on formation of hydrogen bonds for non-covalent organocatalysis. It is possible to catalyse two hydrogen bonds which occur in dual hydrogen bonding donors.
Book Synopsis Asymmetric Organocatalysis by : Lukasz Albrecht
Download or read book Asymmetric Organocatalysis written by Lukasz Albrecht and published by John Wiley & Sons. This book was released on 2022-11-10 with total page 1092 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric Organocatalysis Comprehensive resource on the latest and most important developments in the highly vivid field of asymmetric organocatalysis The book provides a comprehensive overview of the most important advancements in the field of asymmetric organocatalysis that have occurred within the last decade. It presents valuable examples of newly developed synthetic methodologies based on various organocatalytic activation modes. Special emphasis is given to strategies where organocatalysis is expanding its potential by pushing the boundaries and founding new synergistic interactions with other fields of synthetic chemistry, such as metal catalysis, photocatalysis, and biocatalysis. The application of different concepts (such as vinylogy, dearomatization, or cascade reactivity), resulting in the development of new functionalization strategies, is also discussed. Sample topics covered within the book include: New developments in enantioselective Brønsted acid catalysis with strong hydrogen-bond donors Asymmetric phase-transfer catalysis, from classical applications to new concepts Halogen-bonding organocatalysis Asymmetric electrochemical organocatalysis and synergistic organo-organocatalysis Immobilized organocatalysts for enantioselective continuous flow processes Mechanochemistry and high-pressure techniques in asymmetric organocatalysis Useful tools in elucidation of organocatalytic reaction mechanisms With an overall focus on new reactions and catalysts, this two-volume work is an indispensable source for everyone working in the field of asymmetric organocatalysis.
Book Synopsis Cooperative Dual Catalysis with Thiourea Organocatalysts by : Chenfei Zhao
Download or read book Cooperative Dual Catalysis with Thiourea Organocatalysts written by Chenfei Zhao and published by . This book was released on 2017 with total page 154 pages. Available in PDF, EPUB and Kindle. Book excerpt: Thiourea organocatalysis represents a versatile activation strategy in synthetic organic chemistry. By hydrogen-bonding interactions with neutral or anionic substrates and/or intermediates, thiourea organocatalysts can often direct the reaction pathways with promising levels of stereochemical control. This dissertation demonstrates the cooperative use of thiourea organocatalysts in combination with other types of catalysts in addressing challenging synthetic problems that are not realized by either type alone. Specifically, cooperative catalysis of thiourea and iminium organocatalysts enabled the first highly enantioselective direct oxa-Pictet-Spengler reactions under weakly acidic conditions. In comTbination with a transition metal catalyst, an acid-thiourea catalyst afforded highly enantioselective A3 reactions with secondary amines. Strong Brønsted acid was also applied cooperatively with thiourea organocatalyst, furnishing the direct reductive etherification reactions with a wide variety of substrates.
Book Synopsis Enantioselective Organocatalysis by : Peter I. Dalko
Download or read book Enantioselective Organocatalysis written by Peter I. Dalko and published by John Wiley & Sons. This book was released on 2007-06-27 with total page 559 pages. Available in PDF, EPUB and Kindle. Book excerpt: In this reference leaders at the forefront of research provide an insight into one of the hottest topics in organic synthesis, focusing on the most important enantioselective reactions. Clearly structured, each entry begins with a concise introduction, including a mechanistic discussion of the reaction, followed by preparative guidelines for newcomers, such as carefully selected working procedures with critical notes for bench chemists, rules of thumb and tips and tricks.
Book Synopsis Hydrogen-bonding (thio)urea organocatalysts in organic synthesis by : Mike Kotke
Download or read book Hydrogen-bonding (thio)urea organocatalysts in organic synthesis written by Mike Kotke and published by . This book was released on 2009 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Comprehensive Enantioselective Organocatalysis by : Peter I. Dalko
Download or read book Comprehensive Enantioselective Organocatalysis written by Peter I. Dalko and published by John Wiley & Sons. This book was released on 2013-08-14 with total page 1499 pages. Available in PDF, EPUB and Kindle. Book excerpt: Structured in three parts this manual recollects efficient organocatalytic transformations around clear principles that meet actual standard in asymmetric synthesis. Chapters were written by acknowledged leaders of the organocatalysis field, and are presented in a concise way. Volume 1: Privileged Catalysts gives insight to readers to the continuously increasing variety of catalysts, and the relatively complex interactions that make organocatalytic reactions selective. An appendix recollects catalyst structures with the adequate cross-references. Volume 2: Activations covers the fundamental activation types (non-covalent and covalent activations) and helps understanding the importance of physical parameters, and in particular, the role of water, that influences reactivity and selectivity. Volume 3: Reactions and Applications highlights transformations by reaction types. The final part of this volume is dedicated to application in multistep synthesis and industrial applications. Considering the ever increasing interest in the organocatalysis field, the book aims addressing to a large audience: to academic, and, industrial researchers, students and teachers who are interested in synthetic organic chemistry at advanced level. This book provides non-specialists with an introduction to the topic as well as serving as a valuable source for newcomers and researchers searching for an up-to-date and comprehensive overview of this promising area of synthetic organic chemistry.
Book Synopsis Anion-Binding Catalysis by : Olga Garcia-Mancheno
Download or read book Anion-Binding Catalysis written by Olga Garcia-Mancheno and published by John Wiley & Sons. This book was released on 2022-03-21 with total page 418 pages. Available in PDF, EPUB and Kindle. Book excerpt: Explores the potential of new types of anion-binding catalysts to solve challenging synthetic problems Anion-Binding Catalysis introduces readers to the use of anion-binding processes in catalytic chemical activation, exploring how this approach can contribute to the future design of novel synthetic transformations. Featuring contributions by world-renowned scientists in the field, this authoritative volume describes the structure, properties, and catalytic applications of anions as well as synthetic applications and practical analytical methods. In-depth chapters are organized by type of catalyst rather than reaction type, providing readers with an accessible overview of the existing classes of effective catalysts. The authors discuss the use of halogens as counteranions, the combination of (thio)urea and squaramide-based anion-binding with other types of organocatalysis, anion-binding catalysis by pnictogen and tetrel bonding, nucleophilic co-catalysis, anion-binding catalysis by pnictogen and tetrel bonding, and more. Helping readers appreciate and evaluate the potential of anion-binding catalysis, this timely book: Illustrates the historical development, activation mode, and importance of anion-binding in chemical catalysis Explains the analytic methods used to determine the anion-binding affinity of the catalysts Describes catalytic and synthetic applications of common NH- and OH-based hydrogen-donor catalysts as well as C-H triazole/triazolium catalysts Covers amino-catalysis involving enamine, dienamine, or iminium activation approaches Discusses new trends in the field of anion-binding catalysis, such as the combination of anion-binding with other types of catalysis Presenting the current state of the field as well as the synthetic potential of anion-binding catalysis in future, Anion-Binding Catalysis is essential reading for researchers in both academia and industry involved in organic synthesis, homogeneous catalysis, and pharmaceutical chemistry.
Book Synopsis Enantioselective Organocatalyzed Reactions II by : Rainer Mahrwald
Download or read book Enantioselective Organocatalyzed Reactions II written by Rainer Mahrwald and published by Springer Science & Business Media. This book was released on 2011-08-03 with total page 400 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organocatalyzed Reactions I and II presents a timely summary of organocatalysed reactions including: a) Enantioselective C-C bond formation processes e.g. Michael-addition, Mannich-reaction, Hydrocyanation (Strecker-reaction), aldol reaction, allylation, cycloadditions, aza-Diels-Alder reactions, benzoin condensation, Stetter reaction, conjugative Umpolung, asymmetric Friedel-Crafts reactions; b) Asymmetric enantioselective reduction processes e.g. Reductive amination of aldehydes or ketones, asymmetric transfer hydrogenation; c) Asymmetric enantioselective oxidation processes; d) Asymmetric epoxidation, Bayer-Villiger oxidation; e) Enantioselective a-functionalization; f) A-alkylation of ketones, a-halogenation and a-oxidation of carbonyl compounds.
Book Synopsis Hydrogen-bonding (thio)urea organocatalysts in organic synthesis by : Mike Kotke
Download or read book Hydrogen-bonding (thio)urea organocatalysts in organic synthesis written by Mike Kotke and published by . This book was released on 2009 with total page 242 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Development of Novel Hydrogen-Bond Donor Catalysts by : Tsubasa Inokuma
Download or read book Development of Novel Hydrogen-Bond Donor Catalysts written by Tsubasa Inokuma and published by Springer Science & Business Media. This book was released on 2013-01-18 with total page 120 pages. Available in PDF, EPUB and Kindle. Book excerpt: This work describes novel, effective hydrogen-bond (HB) donor catalysts based on a known bifunctional tertiary amine-thiourea, a privileged structure, which has been proven to be one of the most widely used organocatalysts. These HB donor catalysts derived from quinazoline and benzothiadiazine were initially synthesized as novel HB donors with their HB-donating abilities being measured by analytical methods. They were found to be effective for a variety of asymmetric transformations including Michael reactions of a, b-unsaturated imides and hydrazination reactions of 1,3-dicarbonyl compounds. Thiourea catalysts that have an additional functional group are also described. Specifically, thioureas that bear a hydroxyl group were synthesized and subsequently used as novel bifunctional organocatalysts for catalytic, asymmetric Petasis-type reactions involving organoboronic acids as nucleophiles. These addition reactions were difficult to achieve using existing organocatalysts. One of the developed catalytic methods can be applied to the synthesis of biologically interesting peptide-derived compounds possessing unnatural vinyl glycine moieties. These findings introduce new criteria required for the development of organocatalysts for asymmetric reactions, thus making a significant contribution to the field of organocatalysis.
Book Synopsis Iodine Catalysis in Organic Synthesis by : Kazuaki Ishihara
Download or read book Iodine Catalysis in Organic Synthesis written by Kazuaki Ishihara and published by John Wiley & Sons. This book was released on 2022-05-16 with total page 452 pages. Available in PDF, EPUB and Kindle. Book excerpt: Iodine Catalysis in Organic Synthesis The first book of its kind to highlight iodine as a sustainable alternative to conventional transition metal catalysis Iodine Catalysis in Organic Synthesis provides detailed coverage of recent advances in iodine chemistry and catalysis, focusing on the utilization of various iodine-containing compounds as oxidative catalysts. Featuring contributions by an international panel of leading research chemists, this authoritative volume explores the development of environmentally benign organic reactions and summarizes catalytic transformations of molecular iodine and iodine compounds such as hypervalent organoiodine and inorganic iodine salts. Readers are first introduced to the history of iodine chemistry, the conceptual background of homogeneous catalysis, and the benefits of iodine catalysis in comparison with transition metals. Next, chapters organized by reaction type examine enantioselective transformations, catalytic reactions involving iodine, catalyst states, oxidation in iodine and iodine catalyses, and catalytic reactions based on halogen bonding. Practical case studies and real-world examples of different applications in organic synthesis and industry are incorporated throughout the text. An invaluable guide for synthetic chemists in both academic and industrial laboratories, Iodine Catalysis in Organic Synthesis: Provides a thorough overview of typical iodine-catalyzed reactions, catalyst systems, structures, and reactivity Explores promising industrial applications of iodine-based reagents for organic synthesis Highlights the advantages iodine catalysis has over classical metal-catalyzed reactions Discusses sustainable and eco-friendly methods in hypervalent iodine chemistry Edited by two world authorities on the catalytic applications of organoiodine compounds, Iodine Catalysis in Organic Synthesis is required reading for catalytic, organic, and organometallic chemists, medicinal and pharmaceutical chemists, industrial chemists, and academic researchers and advanced students in relevant fields.
Book Synopsis Science of Synthesis: Asymmetric Organocatalysis Vol. 2 by : K. Maruoka
Download or read book Science of Synthesis: Asymmetric Organocatalysis Vol. 2 written by K. Maruoka and published by Georg Thieme Verlag. This book was released on 2014-05-14 with total page 1437 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric Organocatalysis 2 from the Science of Synthesis series gives an authoritative, broad overview of the field, compiled by 3 8 experts, as well as a critical presentation of the best organocatalytic and related methodologies available today for practical as ymmetric synthesis. It provides alternative, greener syntheses with simple and easily used catalysts helping avoid the use of expens ive and/or toxic metals. The reference work covers all the catalysts and reactions within the activation modes Brønsted base catalys is and Brønsted acid catalysis. Typical or general experimental procedures as well as mechanistic, technical and theoretical aspects are included, allowing the reader to clearly see how simple, clean and efficient this chemistry is. // The content of this e-book w as originally published in December 2011.
Download or read book Organocatalysis written by Manfred Reetz and published by Springer Science & Business Media. This book was released on 2008-05-27 with total page 348 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book provides an excellent overview on state-of-the-art of modern organocatalysis. It presents the contributions from leading experts, with backgrounds in academia and industry, to an Ernst Schering Research Foundation Symposium held in April 2007. It will be of interest to those who want a general overview of the topic, but also to those who want to learn more about the state-of-the-art, current trends and perspectives in this highly dynamic field of research.
