Development In Phosphorus Ligands And Their Applications In Rhodium Catalyzed Reactions

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Development in Phosphorus Ligands and Their Applications in Rhodium-catalyzed Reactions

Author : Bonan Cao
Publisher :
ISBN 13 :
Total Pages : 130 pages
Book Rating : 4.:/5 (847 download)

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Book Synopsis Development in Phosphorus Ligands and Their Applications in Rhodium-catalyzed Reactions by : Bonan Cao

Download or read book Development in Phosphorus Ligands and Their Applications in Rhodium-catalyzed Reactions written by Bonan Cao and published by . This book was released on 2013 with total page 130 pages. Available in PDF, EPUB and Kindle. Book excerpt: Transition-metal-catalyzed reactions have become powerful tools in the production of pharmaceuticals and fine chemicals. In the past decades, asymmetric catalysis, especially chiral rhodium catalysts, hold an increasing role of efficiently building up chirality. In this dissertation, we will focus on the development of several rhodium phosphorus catalysts and their applications in hydroformylation and asymmetric hydrogenation reactions. Chapter I outlined the development of a new family of sterrically rigid hybrid phosphine-phosphoramidite ligands. The new catalyst system shows excellent compatibility versus styrene, vinyl acetate, allyl cyanide and their derivatives. The relationship between the enantioselectivity and the substituent on ligands is investigated by systematic variation on the ligand structures. In chapter II, further application of phosphine-phosphoramidite ligands in asymmetric hydroformylation of N-allylamides and N-allylsulfonamides provides a new approach to chiral [beta]2-amino aldehydes, acids, and alcohols for pharmaceutical and synthetic chemistry. Up to 99% ee and 9700 turnovers stands as the best result achieved in this type of hydroformylation reaction. Chapter III focuses on the synthesis of a series of aryl substituted dihydropyrroles via this hydroformylation. The significant improvement in reactivity and chemoselectivity suggests a potential application in building large heterocycles in an atom efficient fashion. In chapter IV, I report a successful monodentate phosphoramidite ligand for the catalytic asymmetric hydrogenation of dehydroamino esters. The easy modulared structure allowed us to further expand the scope of the ligand.

Synthesis and Development of Phosphorus Ligands in the Application of Rhodium-catalyzed Hydroformylation

Author : Xin Zheng
Publisher :
ISBN 13 :
Total Pages : 123 pages
Book Rating : 4.:/5 (936 download)

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Book Synopsis Synthesis and Development of Phosphorus Ligands in the Application of Rhodium-catalyzed Hydroformylation by : Xin Zheng

Download or read book Synthesis and Development of Phosphorus Ligands in the Application of Rhodium-catalyzed Hydroformylation written by Xin Zheng and published by . This book was released on 2015 with total page 123 pages. Available in PDF, EPUB and Kindle. Book excerpt: Rhodium-catalyzed hydroformylation reaction is one of the most powerful homogeneous catalytic processes in the synthesis of aldehydes that can be widely applied in pharmaceuticals and fine chemicals. The design and synthesis phosphorus ligands combine with rhodium precursor used as catalysts is essentially important in the development of this reaction. This dissertation mainly focuses on the design, synthesis and application of efficient phosphorus ligands in rhodium-catalyzed hydroformylation. Asymmetric hydroformylation reaction (AHF), especially rhodium-catalyzed AHF has played a central role to construct chiral aldehydes in only one step. Although tons of chiral phosphorus ligands have been reported, few of them exhibited practicable enantioselectivities and regioselectivities. We report a new family of highly tunable bisphospholane ligands in the application of series of terminal and internal olefins, affording up to 88% for styrene derivatives, 93% ee for vinyl acetate derivatives, 93% ee for dihydrofuran and 96% for dihyropyrrole. A systematic screening different substituents on the ligand showed that ortho chloride on phenyl moiety was the successful structure, achieving the highest regio- and enantioselectivity. To expand the scope of substrates, especially the more challenging 1,1-disubstituted olefins, we first report the asymmetric hydroformylation of 1,1-disubstituted allylphthalimides by employing chiral ligand 1,2-bis[(2S, 5S)-2,5-diphenylphospholano]ethane [(S, S)-Ph-BPE] to yield a series of beta-3-aminoaldehydes with up to 95% enantioselectivity. This asymmetric procedure provides an efficient alternative route to prepare chiral beta-3-amino acids and alcohols that are key structural elements of beta-aminobutyric acid. Hydroaminomethylation is the tandem reaction of hydroformylation/hydrogenation. This efficient reaction is utilized to build nitrogen-containing compounds, which are interesting in pharmaceutics and fine chemicals. In this chapter, we disclose the synthesis of 4-aryl-2,3-dihyropyrrole derivatives by rhodium-catalyzed intramolecular hydrominometylation reaction with up to 99% yield.

Phosphorus Ligand Development for Transition Metal Catalyzed Reactions

Author : Kexuan Huang
Publisher :
ISBN 13 :
Total Pages : 103 pages
Book Rating : 4.:/5 (872 download)

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Book Synopsis Phosphorus Ligand Development for Transition Metal Catalyzed Reactions by : Kexuan Huang

Download or read book Phosphorus Ligand Development for Transition Metal Catalyzed Reactions written by Kexuan Huang and published by . This book was released on 2014 with total page 103 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Development and Applications of Phosphorus Ligands in Rhodium-catalyzed Hydroformylation and Hydrogenation

Author : Xiaowei Zhang
Publisher :
ISBN 13 :
Total Pages : 208 pages
Book Rating : 4.:/5 (748 download)

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Book Synopsis Development and Applications of Phosphorus Ligands in Rhodium-catalyzed Hydroformylation and Hydrogenation by : Xiaowei Zhang

Download or read book Development and Applications of Phosphorus Ligands in Rhodium-catalyzed Hydroformylation and Hydrogenation written by Xiaowei Zhang and published by . This book was released on 2011 with total page 208 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Phosphorus(III)Ligands in Homogeneous Catalysis

Author : Paul C. J. Kamer
Publisher : John Wiley & Sons
ISBN 13 : 1118299701
Total Pages : 673 pages
Book Rating : 4.1/5 (182 download)

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Book Synopsis Phosphorus(III)Ligands in Homogeneous Catalysis by : Paul C. J. Kamer

Download or read book Phosphorus(III)Ligands in Homogeneous Catalysis written by Paul C. J. Kamer and published by John Wiley & Sons. This book was released on 2012-05-09 with total page 673 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

I. Chiral Mixed Phosphorus/sulfur Ligands

Author : Jason Scot Tedrow
Publisher :
ISBN 13 :
Total Pages : 776 pages
Book Rating : 4.:/5 (495 download)

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Book Synopsis I. Chiral Mixed Phosphorus/sulfur Ligands by : Jason Scot Tedrow

Download or read book I. Chiral Mixed Phosphorus/sulfur Ligands written by Jason Scot Tedrow and published by . This book was released on 2001 with total page 776 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Phosphorus Ligands in Asymmetric Catalysis

Author : Armin Börner
Publisher :
ISBN 13 :
Total Pages : 512 pages
Book Rating : 4.F/5 ( download)

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Book Synopsis Phosphorus Ligands in Asymmetric Catalysis by : Armin Börner

Download or read book Phosphorus Ligands in Asymmetric Catalysis written by Armin Börner and published by . This book was released on 2008 with total page 512 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Development and Applications of Chiral Phosphorus Ligands to Transition-metal Catalyzed Asymmetric Reactions

Author : Ce Shi (Ph. D.)
Publisher :
ISBN 13 :
Total Pages : pages
Book Rating : 4.:/5 (569 download)

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Book Synopsis Development and Applications of Chiral Phosphorus Ligands to Transition-metal Catalyzed Asymmetric Reactions by : Ce Shi (Ph. D.)

Download or read book Development and Applications of Chiral Phosphorus Ligands to Transition-metal Catalyzed Asymmetric Reactions written by Ce Shi (Ph. D.) and published by . This book was released on 2008 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Rhodium Catalyzed Hydroformylation

Author : Piet W.N.M. van Leeuwen
Publisher : Springer
ISBN 13 : 9780792365518
Total Pages : 286 pages
Book Rating : 4.3/5 (655 download)

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Book Synopsis Rhodium Catalyzed Hydroformylation by : Piet W.N.M. van Leeuwen

Download or read book Rhodium Catalyzed Hydroformylation written by Piet W.N.M. van Leeuwen and published by Springer. This book was released on 2000-09-30 with total page 286 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

Modern Rhodium-Catalyzed Organic Reactions

Author : P. Andrew Evans
Publisher : John Wiley & Sons
ISBN 13 : 352760409X
Total Pages : 496 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Modern Rhodium-Catalyzed Organic Reactions by : P. Andrew Evans

Download or read book Modern Rhodium-Catalyzed Organic Reactions written by P. Andrew Evans and published by John Wiley & Sons. This book was released on 2006-03-06 with total page 496 pages. Available in PDF, EPUB and Kindle. Book excerpt: Rhodium has proven to be an extremely useful metal due to its ability to catalyze an array of synthetic transformations, with quite often-unique selectivity. Hydrogenation, C-H activation, allylic substitution, and numerous other reactions are catalyzed by this metal, which presumably accounts for the dramatic increase in the number of articles that have recently emerged on the topic. P. Andrew Evans, the editor of this much-needed book, has assembled an internationally renowned team to present the first comprehensive coverage of this important area. The book features contributions from leaders in the field of rhodium-catalyzed reactions, and thereby provides a detailed account of the most current developments, including: Rhodium-Catalyzed Asymmetric Hydrogenation (Zhang) Rhodium-Catalyzed Hydroborations and Related Reactions (Brown) Rhodium-Catalyzed Asymmetric Addition of Organometallic Reagents to Electron Deficient Olefins (Hayashi) Recent Advances in Rhodium(I)-Catalyzed Asymmetric Olefin Isomerization and Hydroacylation Reactions (Fu) Stereoselective Rhodium(I)-Catalyzed Hydroformylation and Silylformylation Reactions and Their Application to Organic Synthesis (Leighton) Carbon-Carbon Bond-Forming Reactions Starting from Rh-H or Rh-Si Species (Matsuda) Rhodium(I)-Catalyzed Cycloisomerization and Cyclotrimerization Reactions (Ojima) The Rhodium(I)-Catalyzed Alder-ene Reaction (Brummond) Rhodium-Catalyzed Nucleophilic Ring Cleaving Reactions of Allylic Ethers and Amines (Fagnou) Rhodium(I)-Catalyzed Allylic Substitution Reactions and their Applications to Target Directed Synthesis (Evans) Rhodium(I)-Catalyzed [2+2+1] and [4+1] Carbocyclization Reactions (Jeong) Rhodium(I)-Catalyzed [4+2] and [4+2+2] Carbocyclizations (Robinson) Rhodium(I)-Catalyzed [5+2], [6+2], and [5+2+1] Cycloadditions: New Reactions for Organic Synthesis (Wender) Rhodium(II)-Stabilized Carbenoids Containing both Donor and Acceptor Substituents (Davies) Chiral Dirhodium(II)Carboxamidates for Asymmetric Cyclopropanation and Carbon-Hydrogen Insertion Reactions (Doyle) Cyclopentane Construction by Rhodium(II)-Mediated Intramolecular C-H Insertion (Taber) Rhodium(II)-Catalyzed Oxidative Amination (DuBois) Rearrangement Processes of Oxonium and Ammonium Ylides Formed by Rhodium(II)-Catalyzed Carbene-Transfer (West) Rhodium(II)-Catalyzed 1,3-Dipolar Cycloaddition Reactions (Austin) "Modern Rhodium-Catalyzed Organic Reactions" is an essential reference text for researchers at all levels in the general area of organic chemistry. This book provides an invaluable overview of the most significant developments in this important area of research, and will no doubt be an essential text for researchers at academic institutions and professionals at pharmaceutical/agrochemical companies.

Development of Efficient Phosphorus Ligands for Transition Metal Catalyzed Reactions

Author : Yongjun Yan
Publisher :
ISBN 13 :
Total Pages : pages
Book Rating : 4.:/5 (435 download)

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Book Synopsis Development of Efficient Phosphorus Ligands for Transition Metal Catalyzed Reactions by : Yongjun Yan

Download or read book Development of Efficient Phosphorus Ligands for Transition Metal Catalyzed Reactions written by Yongjun Yan and published by . This book was released on 2006 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Phosphorus(iii) Ligands in Homogeneous Catalysis

Author : Paul Kamer
Publisher : John Wiley & Sons
ISBN 13 : 9781119943990
Total Pages : pages
Book Rating : 4.9/5 (439 download)

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Book Synopsis Phosphorus(iii) Ligands in Homogeneous Catalysis by : Paul Kamer

Download or read book Phosphorus(iii) Ligands in Homogeneous Catalysis written by Paul Kamer and published by John Wiley & Sons. This book was released on 2012-07-01 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

The Design of New Substrates and Ligands for Rhodium Catalyzed Asymmetric Hydrogenation

Author : Tian Sun
Publisher :
ISBN 13 :
Total Pages : 117 pages
Book Rating : 4.:/5 (856 download)

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Book Synopsis The Design of New Substrates and Ligands for Rhodium Catalyzed Asymmetric Hydrogenation by : Tian Sun

Download or read book The Design of New Substrates and Ligands for Rhodium Catalyzed Asymmetric Hydrogenation written by Tian Sun and published by . This book was released on 2013 with total page 117 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric hydrogenation is a significant research field in modern catalytic organic synthesis. In the past 50 years, the design of catalysts and substrates has been widely studied. A great number of phosphorus ligands for asymmetric hydrogenation have been developed. Three generations of catalysts have been reported by a number of scientists. The asymmetric hydrogenation becomes more and more efficient and applicable. High enantioselectivities and activities have been achieved. The design of substrates also makes significant progresses. Many successful examples have been reported in asymmetric hydrogenation of olefins, ketones, and imines. In chapter one, the development of phosphorus ligands is reported. The characters of phosphorus ligands are discussed and compared. Examples of representative catalysts are listed. The asymmetric hydrogenation of different substrates is also summarized and discussed. In chapter two, asymmetric hydrogenation of Îł-dehydroamino ketones catalyzed by a rhodium-chiral phosphorus ligand complex (up to 99% ee, 1000 TON) is reported. This reaction represents an efficient approach to chiral Îł-amino ketones. The reduction of Îł-amino ketones catalyzed by Palladium on carbon (Pd/C) leads to amphetamine precursors with quantitative yield and no significant enantioselectivity loss. In chapter three, high enantioselectivities (up to 99% ee) have been observed for the catalytic asymmetric hydrogenation of the Îł-ketone enol acetates. DuanPhos has been proved to be the most effective ligand for this reaction. High yield and enantioselectivity of the asymmetric hydrogenation of the Îł-ketone enol acetates demonstrates a feasible synthetic route to important pharmaceutical building blocks: Îł-hydroxy ketones. In chapter four, a series of new chiral secondary phosphine oxide (SPO) ligands are reported. Compared with traditional bisphosphine ligands, the SPO ligands are air stable, and have shorter synthetic routes. However, poor to moderate results are obtained using the new chiral SPO ligands. The study of SPO ligands still has many unsolved problems. The potential applications and challenges of SPO ligands are also discussed in chapter four.

Application of Phosphorus Ligands in Rhodium-catalyzed Asymmetric Hydroformylation and Hydrogenation

Author : Renchang Tan
Publisher :
ISBN 13 :
Total Pages : 111 pages
Book Rating : 4.:/5 (11 download)

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Book Synopsis Application of Phosphorus Ligands in Rhodium-catalyzed Asymmetric Hydroformylation and Hydrogenation by : Renchang Tan

Download or read book Application of Phosphorus Ligands in Rhodium-catalyzed Asymmetric Hydroformylation and Hydrogenation written by Renchang Tan and published by . This book was released on 2017 with total page 111 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Development of Chiral Mixed Phosphorus/sulfur Ligands for Late Transition Metal-catalyzed Reactions

Author : Kevin Richard Campos
Publisher :
ISBN 13 :
Total Pages : 604 pages
Book Rating : 4.:/5 (417 download)

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Book Synopsis Development of Chiral Mixed Phosphorus/sulfur Ligands for Late Transition Metal-catalyzed Reactions by : Kevin Richard Campos

Download or read book Development of Chiral Mixed Phosphorus/sulfur Ligands for Late Transition Metal-catalyzed Reactions written by Kevin Richard Campos and published by . This book was released on 1999 with total page 604 pages. Available in PDF, EPUB and Kindle. Book excerpt:

New Phosphorus Ligands

Author : Qian Dai
Publisher :
ISBN 13 :
Total Pages : pages
Book Rating : 4.:/5 (18 download)

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Book Synopsis New Phosphorus Ligands by : Qian Dai

Download or read book New Phosphorus Ligands written by Qian Dai and published by . This book was released on 2007 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Rhodium Catalyzed Hydroformylation

Author : Piet W.N.M. van Leeuwen
Publisher : Springer Science & Business Media
ISBN 13 : 0306469472
Total Pages : 291 pages
Book Rating : 4.3/5 (64 download)

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Book Synopsis Rhodium Catalyzed Hydroformylation by : Piet W.N.M. van Leeuwen

Download or read book Rhodium Catalyzed Hydroformylation written by Piet W.N.M. van Leeuwen and published by Springer Science & Business Media. This book was released on 2006-04-11 with total page 291 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.