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Book Hydrogenation and Hydroamination Reactions Using Boron based Frustrated Lewis Pairs

Download or read book Hydrogenation and Hydroamination Reactions Using Boron based Frustrated Lewis Pairs written by Tayseer Mahdi and published by . This book was released on 2015 with total page 412 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Book Primer in Frustrated Lewis Pair Hydrogenation

Download or read book Primer in Frustrated Lewis Pair Hydrogenation written by Douglas Stephan and published by Royal Society of Chemistry. This book was released on 2021-11-17 with total page 248 pages. Available in PDF, EPUB and Kindle. Book excerpt: Written for senior undergraduate and graduate students, as well as those chemists unfamiliar with “frustrated Lewis pairs (FLPs)”, this text serves as an introduction to the both the concept and application of FLPs in hydrogenation catalysis. The book begins by setting the stage as it was around the turn of the century. While the dramatic impacts of catalysis were undeniable, there was dependence of such technologies on transition metal chemistry. Contrastingly, the chemistry of main group elements was dominated by Lewis acid-base behavior. However, these perceptions were altered with the discovery of the ability of “frustrated Lewis pairs (FLPs)” to activate dihydrogen. The basic features, and mechanisms of action of these unique main group systems are chronicled, while the evolution of the initial findings to applications in catalytic hydrogenation is discussed. A subsequent chapter focuses on the breadth of organic substrates for which borane based FLP hydrogenations are effective. This is furthered with a chapter on the metal-free enantioselective reductions. FLP chemistry is not limited to systems involving boranes and this book also catalogues a range of FLP hydrogenation catalysts involving elements from across the periodic table. The final chapter in the book describes other directions of interest where the application of the concept of FLPs hydrogenation are beginning to emerge. Ideal for course use and self study, this book provides synthetic chemists with a fresh, expert introduction to the field. The reader will be left recognizing that hydrogenation catalysts is a domain no longer limited to transition metals.

Book Frustrated Lewis Pairs I

Download or read book Frustrated Lewis Pairs I written by Gerhard Erker and published by Springer. This book was released on 2014-07-08 with total page 354 pages. Available in PDF, EPUB and Kindle. Book excerpt: Discovery of Frustrated Lewis Pairs: Intermolecular FLPs for Activation of Small Molecules, by Douglas W. Stephan Intramolecular Frustrated Lewis Pairs: Formation and Chemical Features, by Gerald Kehr, Sina Schwendemann, Gerhard Erker Frustrated Lewis Pair Mediated Hydrogenations, by Douglas W. Stephan, Gerhard Erker Amine-Borane Mediated Metal-Free Hydrogen Activation and Catalytic Hydrogenation, by Victor Sumerin, Konstantin Chernichenko, Felix Schulz, Markku Leskelä, Bernhard Rieger, Timo Repo Hydrogen Activation by Frustrated Lewis Pairs: Insights from Computational Studies, by Tibor András Rokob, Imre Pápai Quantum Chemistry of FLPs and Their Activation of Small Molecules: Methodological Aspects, by Birgitta Schirmer, Stefan Grimme Computational Design of Metal-Free Molecules for Activation of Small Molecules, Hydrogenation, and Hydroamination, by Zhi-Xiang Wang, Lili Zhao, Gang Lu, Haixia Li, Fang Huang Computational Studies of Lewis Acidity and Basicity in Frustrated Lewis Pairs, by Thomas M. Gilbert Solid-State NMR as a Spectroscopic Tool for Characterizing Phosphane - Borane Frustrated Lewis Pairs, by Thomas Wiegand, Hellmut Eckert, Stefan Grimme

Book Boron based Lewis Acids

Download or read book Boron based Lewis Acids written by Jolie Lam and published by . This book was released on 2020 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: A rapid development of metal-free, main group compounds for small molecule activation and as hydrogenation catalysts was triggered after the disclosure of H2 activation by sterically hindered Lewis acids and bases over a decade ago. The combination of a Lewis acid and base with unquenched reactivity was later coined as a "frustrated Lewis pair" (FLP). In this research, boron-based Lewis acids were studied for their application as catalysts in FLP chemistry, with an emphasis on exploring the production of chiral FLPs and intramolecular FLPs. In the exploration towards enantioselective catalysis, 3,5-bicyclic aryl piperidines were synthetically modified to produce B/N FLPs and were shown to activate dihydrogen, demonstrating the potential for expanding chiral FLP templates beyond the typical chiral ligands used in transition metal complexes. Chiral borenium cations were generated from different families of carbene-borane adducts, in which their chirality resides on either the carbene or the borane. Catalytic studies found that they were able to effect imine reduction without epimerisation of the resulting chiral amine, and the reactivity and enantioselectivity of these cations were found to be inversely proportional to steric demands. In the exploration towards a cationic intramolecular FLP, a borenium cation with a pendant phosphine was synthesized through hydroboration of a phosphinoalkene with an isolable B-H borenium cation, and its FLP reactivity was investigated. Finally, initial efforts towards the production of a bisborane-carbene as a tri-functionalized FLP were documented.

Book Ruthenium Based Hydrogenation and Frustrated Lewis Pair Chemistry

Download or read book Ruthenium Based Hydrogenation and Frustrated Lewis Pair Chemistry written by Louie Fan and published by . This book was released on 2018 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Since the discovery of catalytic hydrogenation, the field of transition metal-based hydrogenation catalysis has grown significantly. Recently, main group systems have demonstrated the capability to perform some of the same catalytic processes. Frustrated Lewis pairs (FLP), the combination of sterically encumbered Lewis acids and Lewis bases, are able to activate a variety of small molecules. The research presented in this thesis investigates main group and transition metal-based catalytic hydrogenation, as well as stoichiometric transformations with main group systems. A variety of ruthenium N-heterocyclic carbene (NHC) complexes were generated with polyethylene glycol (PEG) on the NHC to impart water-solubility. These hydrogenation catalysts were used to hydrogenate nitrile butadiene rubber (NBR) to hydrogenated nitrile butadiene rubber (HNBR). The PEG lengths had minimal effect on the conversion of NBR in solution phase. For the hydrogenation of NBR latex, a correlation was observed between the PEG length and the activity. A family of phosphinimines with different steric and electronic properties was synthesized from the Staudinger reaction between alkynyl-phosphines and azido-phosphine-boranes. Cyclization of these products can be induced thermally or by the addition of catalytic amounts of B(C6F5)3. Upon cyclization, a net trans-hydroboration was observed on the exocyclic alkene. A novel geminal boron-sulfur FLP was synthesized from the hydroboration of sulfur-alkynes. These systems demonstrated FLP-type chemistry such as the activation of terminal alkynes. Interestingly, the frustration was a result of the steric conflict between the tert-butyl substituent on the carbon and the p-tolyl substituent on the Lewis basic sulfur. This FLP-type reactivity can altered upon isomerization of the complex, forming the classical Lewis pair adduct. Finally, metal-free transformation of 3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one was investigated. The Lewis acid B(C6F5)3 was shown to catalytically hydrogenate the allyl functionality of the substrate, as well as catalytic hydrosilylation of the conjugated alkene.

Book Synthesis of Boron  Silicon  and Phosphorus Lewis Acids and Frustrated Lewis Pair Complexes for C

Download or read book Synthesis of Boron Silicon and Phosphorus Lewis Acids and Frustrated Lewis Pair Complexes for C written by Ian Robert Faulkner Mallov and published by . This book was released on 2017 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: The recent proliferation of main group catalysts and stoichiometric reagents useful in effecting transformations of organic molecules has been augmented by development of the chemistry of frustrated Lewis pairs (FLPs). In seeking to both complement and emulate the reactivity of transition metal catalysts, both the synthesis of new Lewis acids and FLPs and the discovery of new reactivity with organic substrates has been explored. Boron Lewis acids such as B(C6F5)3 and electrophilic borenium cations are among the most commonly employed main group catalysts, particularly for the hydrogenation of unsaturated bonds. The first chapter of this thesis details explorations in modulating the Lewis acidity of neutral and cationic boron electrophiles by tuning phosphinimine and phosphine-amine ligands. A family of compounds featuring a P-N-B motif are presented. In seeking to broaden the range of main group catalysts, phosphorus Lewis acids have been explored. The third and fourth chapters presented herein detail the synthesis and catalytic activity of electrophilic phosphonium cations (EPCs). Synthesis of a chloride-substituted dication, and ferrocenyl-based mono- and dications are described, with a particular emphasis on their catalytic activity in the deoxygenation of ketones. The fifth chapter details the synthesis of phosphorus cations which attempt to model intermediates in EPC-mediated catalysis. Silylium cations are strongly fluorophilic and have previously been shown to cleave aliphatic C-F bonds. The final chapter presents examples of silylium cations in combination with weak phosphine Lewis bases for the selective cleavage of one C-F bond of an aryl-CF3 functionality. The FLP-captured PhCF2 is then converted to PhCF2H, completing a formal hydrodefluorination process of PhCF3 to PhCF2H. Analogous reactivity is observed with aryl-CF2 compounds.

Book Organosilicon Chemistry

    Book Details:
  • Author : Tamejiro Hiyama
  • Publisher : John Wiley & Sons
  • Release : 2020-02-18
  • ISBN : 3527344535
  • Pages : 566 pages

Download or read book Organosilicon Chemistry written by Tamejiro Hiyama and published by John Wiley & Sons. This book was released on 2020-02-18 with total page 566 pages. Available in PDF, EPUB and Kindle. Book excerpt: Provides a unique summary of important catalytic reactions in the presence of silicon A must-have for all synthetic chemists, this book summarizes all of the important developments in the application of organosilicon compounds in organic synthesis and catalysis. Edited by two world leaders in the field, it describes different approaches and covers a broad range of reactions, e.g. catalytic generation of silicon nucleophiles, Si-H Bond activation, C-H bond silylation, silicon-based cross-coupling reactions, and hydrosilylation in the presence of earth-abundant metals. In addition to the topics covered above, Organosilicon Chemistry: Novel Approaches and Reactions features chapters that look at Lewis base activation of silicon Lewis acids, silylenes as ligands in catalysis, and chiral silicon molecules. -The first book about this topic in decades, covering a broad range of reactions -Covers new approaches and novel catalyst systems that have been developed in recent years -Written by well-known, international experts in the areas of organometallic silicon chemistry and organosilicon cross-coupling reactions Organosilicon Chemistry: Novel Approaches and Reactions is an indispensable source of information for synthetic chemists in academia and industry, working in the field of organic synthesis, catalysis, and main-group chemistry.

Book Frustrated Lewis Pairs II

Download or read book Frustrated Lewis Pairs II written by Gerhard Erker and published by Springer. This book was released on 2013-12-12 with total page 321 pages. Available in PDF, EPUB and Kindle. Book excerpt: Frustrated Lewis Pairs: From Dihydrogen Activation to Asymmetric Catalysis, by Dianjun Chen, Jürgen Klankermayer Coexistence of Lewis Acid and Base Functions: A Generalized View of the Frustrated Lewis Pair Concept with Novel Implications for Reactivity, by Heinz Berke, Yanfeng Jiang, Xianghua Yang, Chunfang Jiang, Subrata Chakraborty, Anne Landwehr New Organoboranes in "Frustrated Lewis Pair" Chemistry, by Zhenpin Lu, Hongyan Ye, Huadong Wang Paracyclophane Derivatives in Frustrated Lewis Pair Chemistry, by Lutz Greb, Jan Paradies Novel Al-Based FLP Systems, by Werner Uhl, Ernst-Ulrich Würthwein N-Heterocyclic Carbenes in FLP Chemistry, by Eugene L. Kolychev, Eileen Theuergarten, Matthias Tamm Carbon-Based Frustrated Lewis Pairs, by Shabana Khan, Manuel Alcarazo Selective C-H Activations Using Frustrated Lewis Pairs. Applications in Organic Synthesis, by Paul Knochel, Konstantin Karaghiosoff, Sophia Manolikakes FLP-Mediated Activations and Reductions of CO2 and CO, by Andrew E. Ashley, Dermot O’Hare Radical Frustrated Lewis Pairs, by Timothy H. Warren and Gerhard Erker Polymerization by Classical and Frustrated Lewis Pairs, by Eugene Y.-X. Chen Frustrated Lewis Pairs Beyond the Main Group: Transition Metal-Containing Systems, by D. Wass Reactions of Phosphine-Boranes and Related Frustrated Lewis Pairs with Transition Metal Complexes, by Abderrahmane Amgoune, Ghenwa Bouhadir, Didier Bourissou

Book Frustrated Lewis Pair catalysed Hydrogenation Reactions in Ionic Liquid Solvents and the Effect of Moisture on the System

Download or read book Frustrated Lewis Pair catalysed Hydrogenation Reactions in Ionic Liquid Solvents and the Effect of Moisture on the System written by Keng Lung Marcus Lee and published by . This book was released on 2020 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Frustrated Lewis Pair (FLP)-catalysed hydrogenation has emerged as a rapidly growing field of research in main-group chemistry. Most FLPs have been demonstrated as effective catalysts in molecular solvents. However, the use of ionic liquid solvents for FLP-catalysed reactions is not common. In this project, the effect of ionic liquids on FLP-catalysed hydrogenation reactions was investigated. Three borane derivatives were synthesised and characterized. Unfortunately, on storage, it was found that most of the boranes were contaminated by moisture. After extensive troubleshooting, it was found that the water contamination happened in the most unlikely place "" the glovebox...

Book Advances in the Synthesis and Catalytic Applications of Boron Cluster

Download or read book Advances in the Synthesis and Catalytic Applications of Boron Cluster written by and published by Elsevier. This book was released on 2022-09-25 with total page 340 pages. Available in PDF, EPUB and Kindle. Book excerpt: Advances in Catalysis, Volume 71 highlights new advances in the field, with this new volume presenting interesting chapters on a variety of topics, including Advances in the catalytic and photocatalytic behavior of carborane derived metal complexes, Transition metal catalyzed synthesis of derivatives of polyhedral boron hydrides with B-N, B-P, B-O and B-S bonds, Recent advances in transition metal catalyzed selective cage BH functionalization of o-carboranes, Boron Compounds for Catalytic Applications, Regioselective Carborane B-H/C-H Functionalization, and Derivatization of monocarborane and dodecaborate anions by controlled B–H activation. Provides the authority and expertise of leading contributors from an international board of authors Presents the latest release in Advances in Catalysis serials Updated release includes the latest information on advances in the synthesis and catalytic applications of boron cluster

Book Heavy Group 13 Elements  Ga  In  in Frustrated Lewis Pair Reactions and Hydrogenation Catalysis

Download or read book Heavy Group 13 Elements Ga In in Frustrated Lewis Pair Reactions and Hydrogenation Catalysis written by Maotong Xu and published by . This book was released on 2018 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: The Lewis acids Ga(C6F5)3 and In(C6F5)3 were synthesized and their Lewis acidities have been investigated by experimental and computational methods. In the presence of phosphine donors, these frustrated Lewis pairs (FLPs) were shown to heterolytically split dihydrogen and catalyze the hydrogenation of N-tert-butylbenzimine. Furthermore, the reactions with diphenyl disulfide produce phosphonium-gallates or phosphonium-indates of the form [tBu3PSPh][PhSE(C6F5)3] and [tBu3PSPh][(Îź-SPh)(E(C6F5)3)2] (E=Ga, In), while the reactions with phenylacetylene gave mixtures of the products [tBu3PH][PhCCE(C6F5)3] and tBu3P(Ph)C=C(H)E(C6F5)3. A number of these compounds were crystallographically characterized.

Book Homogeneous Hydrogenation with Non Precious Catalysts

Download or read book Homogeneous Hydrogenation with Non Precious Catalysts written by Johannes F. Teichert and published by John Wiley & Sons. This book was released on 2020-02-03 with total page 308 pages. Available in PDF, EPUB and Kindle. Book excerpt: A guide and comprehensive review of the most recent advances in homogeneous hydrogenation with non-precious catalysts In recent years a great deal of research has been applied to homogeneous hydrogenation with non-precious catalysis. Homogeneous Hydrogenation with Non-Precious Catalysts offers a review of the latest developments and advances in the field. In addition, the book explores the transition metal catalysis and the concept of frustrated-lewis-pair (FLP) and enzymatic processes. The editor?a noted expert on the topic?discusses the various catalysts and puts the focus on the synthetic vantage point, highlighting the functional group transformation enabled by the respective catalyst. Homogeneous Hydrogenation with Non-Precious Catalysts also presents the industrial view of the topic and includes an overview of the various catalysts by functional group transformations. This important book: -Offers a comprehensive presentation of the newest development in this emerging field -Highlights the transition metal catalysis, the frustrated-lewis-pair (FLP) concept, and enzymatic processes -Provides an industrial perspective of the topic -Includes an overview of the various catalysis by functional group transformations Written for organic chemists, researchers in synthetic chemistry, and industry professionals, Homogeneous Hydrogenation with Non-Precious Catalysts offers a comprehensive and accessible guide to the most recent advances in the field. [/COPY_WEB_CATALOG]

Book Evolution of the Frustrated Lewis Pair Paradigm

Download or read book Evolution of the Frustrated Lewis Pair Paradigm written by Andy M. Chapman and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis has sought to develop the field of small-molecule activation via the rational evolution of the principle of Frustrated Lewis Pairs. In the first instance, Chapter 1 serves to give a brief introduction into the field of small molecule activation by transition metals and FLPs, with a particular focus on the most challenging and impacting small molecule substrates. Chapter 2 [1] explores the concept of frustrated Lewis pairs and Lewis acidity in more detail and specifically, the structure-reactivity trends of boron Lewis acids in FLP systems with respect to the reversible binding of H2. The motivation for this research was to develop a series of linked phosphino-borinate FLPs with a view to generating systems that may activate hydrogen in a reversible manner, furthering the scope for this class of compounds in hydrogen storage applications. Chapter 3 [2] is a continuation on the previous theme; modifying the Lewis acid component of an FLP system to facilitate previously unseen transformations and address some of the issues of existing systems. More specifically, to address the lack of catalytic systems based on the FLP paradigm. To that end, a series of cationic phosphino-aryl(alky)oxymetallocenes (PAMs) was targeted with the hypothesis that these compounds would behave as transition metal-main group FLPs. Correspondingly, the limit of this semblance to the FLP was investigated in depth in Chapter 4 [3] by demonstrating that a wide range of the reactions reported for main group FLPs could be affected by PAM complexes. In addition, several other novel reactivity patterns were discovered that are so far unprecedented for the main group analogues. In the final chapter [4], the benefits of including the unique properties of the transition metals in PAM complexes is demonstrated by an in depth study into their utility as catalysts for the dehydrogenation of amine-boranes. The fact that this reaction is only known in a stoichiometric sense for the main group systems is testament to the success of the original thesis.

Book Early Main Group Metal Catalysis

Download or read book Early Main Group Metal Catalysis written by Sjoerd Harder and published by John Wiley & Sons. This book was released on 2020-04-06 with total page 400 pages. Available in PDF, EPUB and Kindle. Book excerpt: Early Main Group Metal Catalysis gives a comprehensive overview of catalytic reactions in the presence of group 1 and group 2 metals. Chapters are ordered to reaction type, contain educational elements and deal with concepts illustrated by examples that cover the main developments. After a short introduction on polar organometallic chemistry and synthesis of early main group metal complexes, a variety of catalytic reactions are described, e.g. polymerization of alkenes, hydroamination and phosphination reactions, hydrosilylation, hydroboration and hydrogenation catalysis, as well as enantioselective and Lewis-acid catalysis. The book addresses organic chemists and researchers in industry interested in the state-of-the-art and new possibilities of early main group metal catalysis as well as newcomers to the field. Written by a team of leaders in the field, it is a very welcome addition to the area of main group metal chemistry, and to the field of catalysis.

Book Chiral Amine Synthesis

    Book Details:
  • Author : Thomas C. Nugent
  • Publisher : John Wiley & Sons
  • Release : 2010-01-14
  • ISBN : 9783527629558
  • Pages : 520 pages

Download or read book Chiral Amine Synthesis written by Thomas C. Nugent and published by John Wiley & Sons. This book was released on 2010-01-14 with total page 520 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first comprehensive presentation of this hot and important topic compiles the most up-to-date methods for chiral amine synthesis. The international list of authors reads like a "Who's Who" of the subject, providing a large array of highly practical information concentrated into the useful and essential methods. Following an introductory chapter devoted to helping readers quickly determine which strategies to choose for their investigation, this handbook and ready reference focuses on the examination of methods that are reliable and simultaneously efficient for the synthesis of structurally diverse aliphatic and aromatic chiral amines. Modern methods and applications found in (pharmaceutical) industry are also covered.

Book Fundamentals and Applications of Boron Chemistry

Download or read book Fundamentals and Applications of Boron Chemistry written by Yinghuai Zhu and published by Elsevier. This book was released on 2022-03-17 with total page 431 pages. Available in PDF, EPUB and Kindle. Book excerpt: Fundamentals and Applications of Boron Chemistry highlights its impressive potential for current and future developments across a range of fields, providing foundational information on boron chemistry and systematically summarizing applications of boron in energy, medicinal chemistry, and materials chemistry. Beginning with an introduction to boron chemistry which outlines the boron element and its physical and chemical properties, this book goes on to discuss advances in boron coordination chemistry, before delving deeper into key fields of application. The latest developments in boron-based catalysts in organic reactions are reviewed, followed by novel emerging boron-containing materials and their potential applications in areas such as hydrogen storage, and boron materials with special optical activity. Finally, advance boron-based drugs and therapies are explored. This book fills the current market gap, systematically summarizing developments and applications of boron in energy, medicinal chemistry, and materials chemistry in a single, accessible volume. It is a valuable reference for chemists, students, and researchers in relative areas. Outlines the foundational principles and properties of boron chemistry Highlights developments in the application of boron chemistry across key areas, including catalysis, sustainable energy, material development, and pharmaceuticals Using active words to start them off Inspires researchers in developing future applications based on boron’s chemical characteristics and activity