Synthesis of New Chiral Aminophosphine Ligands PDF Download
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Author: Isabel Cristina Ferreira Vasconcelos
Publisher:
ISBN:
Category : Asymmetric synthesis
Languages : en
Pages : 356
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Author: Isabel Cristina Ferreira Vasconcelos
Publisher:
ISBN:
Category : Asymmetric synthesis
Languages : en
Pages : 356
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Author: Li-Xin Dai
Publisher: John Wiley & Sons
ISBN: 3527322809
Category : Science
Languages : en
Pages : 433
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Book Description
This book meets the long-felt need for a reference on ferrocenes with the focus on catalysis. It provides a thorough overview of the synthesis and characterization of different types of chiral ferrocene ligands, their application to various catalytic asymmetric reactions, and versatile chiral materials as well as drug intermediates synthesized from them. Written by the "who's who" of ferrocene catalysis, this is a guide to the design of new ferrocene ligands and synthesis of chiral synthetic intermediates, and will thus be useful for organic, catalytic and synthetic chemists working in academia, industrial research or process development.
Author: Michael P. A. Lyle
Publisher:
ISBN:
Category : Asymmetric synthesis
Languages : en
Pages : 0
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The work described in this thesis concerns the design, synthesis and evaluation of new chiral nonracemic ligands and catalysts for use in asymmetric reactions. A series of chiral nonracemic chloroacetals were prepared from 2-chloro-4- methyl-6,7-dihydro-5H-[l]pyrindine-7-one and a variety of C2-symmetric and chiral nonracemic 1,2-ethanediols (R = Me, i-Pr and Ph). These chloroacetals were further elaborated, in a modular fashion, to provide a series of chiral ligands and catalysts. A new class of C2-symmetric 2,2'-bipyridyl ligands were prepared in one step fiom the chloroacetals via a nickel(0)-mediated homo-coupling reaction. These ligands were then evaluated as chiral directors in copper@)-catalyzed asymmetric cyclopropanation reactions of styrene and diazoesters (up to 44% ee). A chiral pyridine N-oxide and a C2-symmetric 2,2'-bipyridyl N, N'-dioxide were also prepared by direct oxidation of the corresponding pyridine and the 2,2'-bipyridine, respectively. These chiral N-oxides were evaluated as chiral catalysts in desymmeterization reactions of cis-stilbene oxide (up to 20% ee). A series of pyridylphosphine ligands (P, N-ligands) were subsequently prepared in two steps from the chloroacetals via a Suzuki coupling reaction with orthofluorophenylboronic and on subsequent displacement of the fluoride with the potassium anion of diphenylphosphine. These ligands were then evaluated in palladium-catalyzed asymmetric allylic substitution reactions of racemic 3-acetoxy-l,3-diphenyl-1-propene with dimethyl malonate. Optimization of the reaction conditions resulted in the formation of the alkylated product in excellent yield (91%) and in high enantiomeric excess (90%). A related chiral nonracemic and C2-symmetric 2,2'-bipyridyl ligand was prepared from 2-chloro-4-methyl-5H-[llpyrindine. This pyrindine was prepared from a common intermediate that was used in the synthesis of the first generation of ligands. The chirality of this second generation ligand was installed by a Sharpless asymmetric dihydroxylation reaction (90% ee). The subsequently elaborated 2,2'-bipyridyl ligand (enriched to>99% ee) was then evaluated in copper(1)-catalyzed asymmetric cyclopropanation reactions of alkenes and diazoesters. In the case of the reaction of para-fluorostyrene and tert-butyl diazoacetate, the corresponding cyclopropane was formed in good diastereoselectivity (92:8) and in excellent enantioselectivity (99% ee). This ligand was also evaluated in copper(I1)-catalyzed asymmetric Friedel-Crafts alkylation reactions of various substituted indoles (up to 90% ee) and in copper(1)- catalyzed asymmetric allylic oxidation reactions of cyclic alkenes with tert-butyl peroxybenzoate (up to 9 1 % ee).
Author: Magdalena Uzarewicz-Baig
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
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This PhD thesis is divided into three chapters: Introduction, Results and Discussion and Experimental Part. First part of chapter one is a review of compounds incorporating diamine moieties. Nowadays, it is one of the most investigated area of studies in several fields. Their uses in medicine and in chemistry will be discussed. However, attention will be refunded mainly on the use of diamines in organic synthesis as chiral auxiliaries, as chiral ligands in asymmetric synthesis or as organocatalysts. Additionally, the selected methods for their preparation will be given. In the second part of chapter one, the research area of the phosphorus-heteroatom heterocyclic compounds will be the main focus. This part of chapter one will present the cyclisation process of chiral diamines around the phosphorus atom. The cyclisation step affords heterocycles containing a trivalent or pentavalent stereogenic phosphorus atom. Finally, the application of these compounds in catalyzed transition metal transformations will be discussed. The investigation, presented in terms of the current thesis in chapter two, covers the preparation of various diamine ligands based on camphoric acid. The chiral diamine ligands with nitrogen atoms containing the same or different substituents will be described and their application in to the nitroaldol reaction presented which provides an easy access to chiral -nitroalcohols in high enantioselectivity up to 84% and excellent yield in up to 93%. The further transformations of the secondary chiral diamines into heterocycles containing phosphorus atom in quantitative yields in up to 97% without any purification and their application as ligands or as versatile chiral shift reagents will be also discussed in the second chapter. Lastly, the third chapter is the collection of experimental procedures and data of the presented work. ; eng
Author: David Morales-Morales
Publisher: Elsevier
ISBN: 0128129328
Category : Science
Languages : en
Pages : 756
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Book Description
Pincer Compounds: Chemistry and Applications offers valuable state-of-the-art coverage highlighting highly active areas of research—from mechanistic work to synthesis and characterization. The book focuses on small molecule activation chemistry (particularly H2 and hydrogenation), earth abundant metals (such as Fe), actinides, carbene-pincers, chiral catalysis, and alternative solvent usage. The book covers the current state of the field, featuring chapters from renowned contributors, covering four continents and ranging from still-active pioneers to new names emerging as creative strong contributors to this fascinating and promising area. Over a decade since the publication of Morales-Morales and Jensen's The Chemistry of Pincer Compounds (Elsevier 2007), research in this unique area has flourished, finding a plethora of applications in almost every single branch of chemistry—from their traditional application as very robust and active catalysts all the way to potential biological and pharmaceutical applications. - Describes the chemistry and applications of this important class of organometallic and coordination compounds - Includes contributions from global leaders in the field, featuring pioneers in the area as well as emerging experts conducting exciting research on pincer complexes - Highlights areas of promising and active research, including small molecule activation, earth abundant metals, and actinide chemistry
Author: Anthony Robert Amaro
Publisher:
ISBN:
Category :
Languages : en
Pages : 424
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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.
![Synthesis of a New Chiral Ligand (-)-(4S,6S,8R)-8-(hydroxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol PDF](https://books.google.com/books/content/images/frontcover/ZbkBHQAACAAJ?fife=w80-h100)
Author: Lihua Yang
Publisher:
ISBN:
Category :
Languages : en
Pages : 118
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Author: Montserrat Diéguez
Publisher: John Wiley & Sons
ISBN: 3527804072
Category : Technology & Engineering
Languages : en
Pages : 431
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Book Description
An important reference for researchers in the field of metal-enzyme hybrid catalysis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a comprehensive review of the most current strategies, developed over recent decades, for the design, synthesis, and optimization of these hybrid catalysts as well as material about their application. The contributors—noted experts in the field—present information on the preparation, characterization, and optimization of artificial metalloenzymes in a timely and authoritative manner. The authors present a thorough examination of this interesting new platform for catalysis that combines the excellent selective recognition/binding properties of enzymes with transition metal catalysts. The text includes information on the various applications of metal-enzyme hybrid catalysts for novel reactions, offers insights into the latest advances in the field, and contains an informative perspective on the future: Explores the development of artificial metalloenzymes, the modern and strongly evolving research field on the verge of industrial application Contains a comprehensive reference to the research area of metal-enzyme hybrid catalysis that has experienced tremendous growth in recent years Includes contributions from leading researchers in the field Shows how this new catalysis combines the selective recognition/binding properties of enzymes with transition metal catalysts Written for catalytic chemists, bioinorganic chemists, biochemists, and organic chemists, Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a unique reference to the fundamentals, concepts, applications, and the most recent developments for more efficient and sustainable synthesis.
Author:
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Category :
Languages : en
Pages :
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