Design and Synthesis of Wide Bite Angle Phosphacyclic Ligands PDF Download
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Author: Jason A. Gillespie
Publisher:
ISBN:
Category : Catalysts
Languages : en
Pages : 0
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Book Description
Author: Jason A. Gillespie
Publisher:
ISBN:
Category : Catalysts
Languages : en
Pages : 0
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Book Description
Author: Paul C. J. Kamer
Publisher: John Wiley & Sons
ISBN: 1118299701
Category : Technology & Engineering
Languages : en
Pages : 673
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Book Description
Over the last 60 years the increasing knowledge of transition metal chemistry has resulted in an enormous advance of homogeneous catalysis as an essential tool in both academic and industrial fields. Remarkably, phosphorus(III) donor ligands have played an important role in several of the acknowledged catalytic reactions. The positive effects of phosphine ligands in transition metal homogeneous catalysis have contributed largely to the evolution of the field into an indispensable tool in organic synthesis and the industrial production of chemicals. This book aims to address the design and synthesis of a comprehensive compilation of P(III) ligands for homogeneous catalysis. It not only focuses on the well-known traditional ligands that have been explored by catalysis researchers, but also includes promising ligand types that have traditionally been ignored mainly because of their challenging synthesis. Topics covered include ligand effects in homogeneous catalysis and rational catalyst design, P-stereogenic ligands, calixarenes, supramolecular approaches, solid phase synthesis, biological approaches, and solubility and separation. Ligand families covered in this book include phosphine, diphosphine, phosphite, diphosphite, phosphoramidite, phosphonite, phosphinite, phosphole, phosphinine, phosphinidenene, phosphaalkenes, phosphaalkynes, P-chiral ligands, and cage ligands. Each ligand class is accompanied by detailed and reliable synthetic procedures. Often the rate limiting step in the application of ligands in catalysis is the synthesis of the ligands themselves, which can often be very challenging and time consuming. This book will provide helpful advice as to the accessibility of ligands as well as their synthesis, thereby allowing researchers to make a more informed choice. Phosphorus(III) Ligands in Homogeneous Catalysis: Design and Synthesis is an essential overview of this important class of catalysts for academic and industrial researchers working in catalyst development, organometallic and synthetic chemistry.
Author: Christine Fee Czauderna
Publisher:
ISBN:
Category : Chirality
Languages : en
Pages : 242
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Book Description
Achiral wide bite angle ligands have been shown to be highly active and to induce excellent chemo- and regioselectivities in many homogeneously catalyzed reactions. However, only a few examples of chiral wide bite angle ligands are known so far. A diphenyl ether backbone was selected to allow maximum synthetic versatility and potential for a modular approach to design and synthesize such chiral diphosphorus ligands. Three synthetic strategies have been explored in this thesis: i) introduction of chiral substituents in the ligand backbone, ii) the use of P-stereogenic donor atoms and iii) the synthesis of chiral mixed-donor ligands bearing chiral auxiliary groups on the phosphorus atoms. Functionalization of the 3,3'-positions of 2,2'-bis(diphenylphosphino)diphenyl ether by carboxylic acid or ether auxiliaries was achieved via straightforward four-step routes to generate a library of ligands that were tested in various catalytic reactions. In the Pd-catalyzed asymmetric allylic alkylation of l,3-diphenyl-2-propenyl acetate and cyclohexyl-2-enyl acetate with dimethyl malonate the enantioselectivity was found to depend on the size of the chiral auxiliary introduced within the diphenyl ether backbone and its proximity to the phosphorus donor groups and hence to the active metal centre. Two types of mixed donor bidentate diphosphorus ligands based on the diphenylether backbone have been established, i.e. phosphine-phosphite and phosphine-phosphonite derivatives. A small ligand library bearing different chiral auxiliaries was accomplished via straightforward syntheses that enable derivatization of the respective phosphite and phosphonite moieties in the final step. In the Rh-catalysed hydrogenation of several benchmark substrates high conversion and moderate to high enantioselectivities (up to 97% for dimethyl itaconate) were obtained. The enantioselectivity was influenced by the size of the ortho-substituent on the chiral auxiliary group of the phosphite or phosphonite fragment. Two modular synthetic approaches for the preparation of novel wide bite angle diphosphine ligands containing stereogenic P-atoms have been developed. Both protocols involved diphenylether as backbone and the chiral ephedrine based precursor (2R[subscript(P)],4S[subscript(C)],5R[subscript(C)])-oxazaphospholidine borane as initial auxiliary to induce chirality at phosphorus. Various novel diphosphines were isolated as highly enantioenriched compounds with dr-ratios up to 95:5.
Author: Paul Kamer
Publisher: John Wiley & Sons
ISBN: 9781119943990
Category : Catalysis
Languages : en
Pages :
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Book Description
Over the last 60 years the increasing knowledge of transition metal chemistry has resulted in an enormous advance of homogeneous catalysis as an essential tool in both academic and industrial fields. Remarkably, phosphorus(III) donor ligands have played an important role in several of the acknowledged catalytic reactions. The positive effects of phosphine ligands in transition metal homogeneous catalysis have contributed largely to the evolution of the field into an indispensable tool in organic synthesis and the industrial production of chemicals. This book aims to address the design and synthesis of a comprehensive compilation of P(III) ligands for homogeneous catalysis. It not only focuses on the well-known traditional ligands that have been explored by catalysis researchers, but also includes promising ligand types that have traditionally been ignored mainly because of their challenging synthesis. Topics covered include ligand effects in homogeneous catalysis and rational catalyst design, P-stereogenic ligands, calixarenes, supramolecular approaches, solid phase synthesis, biological approaches, and solubility and separation. Ligand families covered in this book include phosphine, diphosphine, phosphite, diphosphite, phosphoramidite, phosphonite, phosphinite, phosphole, phosphinine, phosphinidenene, phosphaalkenes, phosphaalkynes, P-chiral ligands, and cage ligands. Each ligand class is accompanied by detailed and reliable synthetic procedures. Often the rate limiting step in the application of ligands in catalysis is the synthesis of the ligands themselves, which can often be very challenging and time consuming. This book will provide helpful advice as to the accessibility of ligands as well as their synthesis, thereby allowing researchers to make a more informed choice. "Phosphorus(III) Ligands in Homogeneous Catalysis: Design and Synthesis" is an essential overview of this important class of catalysts for academic and industrial researchers working in catalyst development, organometallic and synthetic chemistry.
Author: William Scott Brown
Publisher:
ISBN:
Category : Electronic dissertations
Languages : en
Pages : 192
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Book Description
The synthesis and design of new phosphines is a continuing area of interest. In designing new phosphines there are a number of design features that need be considered. For palladium catalyzed coupling reactions, sterically demanding and electron releasing ligands are generally most effective in promoting the reaction. In evaluating the hydrophobic phosphines utilized in the Suzuki coupling, the neopentyl derivatives of TTBP (tri-tert-butylphosphine) were investigated. The effect of the addition of a neopentyl group increases the cone angle and impacts the electron donation by decreasing it relative to TTBP. The application in Suzuki coupling shows that a palladium catalyst with a neopentyl phosphine ligand demonstrates good to excellent yields with aryl bromides at room temperature. In the design of new phosphines, building in polar groups generates the ability to take advantage of using water as a solvent or co-solvent. The synthesis of the water soluble ligands DTBPPS (di-tert-butylphosphoniumpropane sulfonate) and DAPPS (di-adamantylphosphoniumpropane sulfonate) led to their testing in Sonogashira and Suzuki coupling reactions. Both ligands give catalysts that show good to excellent conversion of aryl bromides to products at room temperature. For aryl chlorides elevated temperatures are required. In expanding the water-soluble ligands into other palladium coupling reactions, DAPPS was developed in the carbonylation of aryl bromides. The palladium/DAPPS-catalyzed carbonylation coupling reactions show good to excellent conversion of aryl bromides to carbonylated products. This is the first example of a water-soluble alkylphosphine promoting carbonylation of an aryl bromide.
Author: J. A. McCleverty
Publisher: Newnes
ISBN: 0080913164
Category : Science
Languages : en
Pages : 11845
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Book Description
Comprehensive Coordination Chemistry II (CCC II) is the sequel to what has become a classic in the field, Comprehensive Coordination Chemistry, published in 1987. CCC II builds on the first and surveys new developments authoritatively in over 200 newly comissioned chapters, with an emphasis on current trends in biology, materials science and other areas of contemporary scientific interest.
Author: Michael C. Pirrung
Publisher: John Wiley & Sons
ISBN: 0470141034
Category : Science
Languages : en
Pages : 214
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Book Description
The Organic Chemists' Companion provides a practical, hands-on resource for students and practitioners of organic synthesis. It presents the fundamentals and guides the reader through the entire process of organic synthesis. It includes basic instructions on everything from on handling reagents, gases, and solvents to conducting and working up/purifying reactions as well as applying analytical techniques to identify the reaction product. Packed with data and practical tips and organized for quick reference Includes guidelines for literature searches to help readers find additional information Features colour photos, drawings, charts, graphs, and tables to complement the information Includes real-life examples showing how to apply the information.
Author: Piet W.N.M. van Leeuwen
Publisher: Springer Science & Business Media
ISBN: 0306469472
Category : Science
Languages : en
Pages : 291
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Book Description
In the last decade there have been numerous advances in the area of rhodium-catalyzed hydroformylation, such as highly selective catalysts of industrial importance, new insights into mechanisms of the reaction, very selective asymmetric catalysts, in situ characterization and application to organic synthesis. The views on hydroformylation which still prevail in the current textbooks have become obsolete in several respects. Therefore, it was felt timely to collect these advances in a book. The book contains a series of chapters discussing several rhodium systems arranged according to ligand type, including asymmetric ligands, a chapter on applications in organic chemistry, a chapter on modern processes and separations, and a chapter on catalyst preparation and laboratory techniques. This book concentrates on highlights, rather than a concise review mentioning all articles in just one line. The book aims at an audience of advanced students, experts in the field, and scientists from related fields. The didactic approach also makes it useful as a guide for an advanced course.
Author: J. Falbe
Publisher:
ISBN: 9783642674532
Category :
Languages : en
Pages : 484
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Book Description
Author: Thomas Braun
Publisher: Springer
ISBN: 3319220969
Category : Science
Languages : en
Pages : 247
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Book Description
The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics in pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors.
