Rhodium Catalyzed Hydroformylation
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Rhodium Catalyzed Hydroformylation
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Author : Piet W.N.M. van Leeuwen
language : en
Publisher: Springer Science & Business Media
Release Date : 2006-04-11
Rhodium Catalyzed Hydroformylation written by Piet W.N.M. van Leeuwen and has been published by Springer Science & Business Media this book supported file pdf, txt, epub, kindle and other format this book has been release on 2006-04-11 with Science categories.
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.
Rhodium Catalyzed Hydroformylation
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Author : S. Christine Bourque
language : en
Publisher:
Release Date : 2005
Rhodium Catalyzed Hydroformylation written by S. Christine Bourque and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2005 with Catalysis categories.
Selectivity In Rhodium Catalyzed Hydroformylation Is Kinetically Controlled And Determined By Diphosphine Chelation Mode
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Author : Lori Marie Petrovich
language : en
Publisher:
Release Date : 1993
Selectivity In Rhodium Catalyzed Hydroformylation Is Kinetically Controlled And Determined By Diphosphine Chelation Mode written by Lori Marie Petrovich and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1993 with categories.
Insights In Rhodium Catalyzed Hydroformylation In Supramolecular Cages
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Author :
language : en
Publisher:
Release Date : 2015
Insights In Rhodium Catalyzed Hydroformylation In Supramolecular Cages written by and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2015 with categories.
"We have studied supramolecular catalysts making use of both experimental and theoretical approaches. In this manner we were able to understand the behavior of these supramolecular complexes at the molecular level. We were able to give an explanation for both the increase in activity and the change in selectivity when porphyrin building blocks are used. At the same time we were able to show why these changes are much less pronounced when using salphen building blocks. Hopefully, understanding how these catalysts work facilitates the design and development of the next generation of hydroformylation catalysts."--Samenvatting auteur.
Process For Regeneration Of Rhodium Hydroformylation Catalysts
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Author :
language : en
Publisher:
Release Date :
Process For Regeneration Of Rhodium Hydroformylation Catalysts written by and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on with categories.
Rhodium Catalyzed Asymmetric Hydroformylation Of Alkenes Using Diazaphospholane Ligands And Application With Wittig Olefination
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Author :
language : en
Publisher:
Release Date : 2012
Rhodium Catalyzed Asymmetric Hydroformylation Of Alkenes Using Diazaphospholane Ligands And Application With Wittig Olefination written by and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2012 with categories.
Hydroformylation is a large-scale commodity process in the synthesis of aldehydes from alkene, carbon monoxide and hydrogen gas starting materials; in contrast, asymmetric hydroformylation (AHF) is underutilized in the synthesis of chiral aldehydes. Because rhodium-catalyzed hydroformylation exhibits perfect atom-economy, high turnover numbers, and fast rates, this is a desirable reaction in synthesis of branched chiral aldehydes. Challenges in AHF include control of selectivity (chemo-, regio-, and enantio- ), slow rates of reaction, and a limited substrate scope. Currently, only a handful of chiral phosphorus-containing ligands exhibit state-of-the-art rates of reaction and high levels of enantioselectivity in rhodium-catalyzed hydroformylation for a broad range of substrates; even less of these have found applications in complex molecule and natural product synthesis. This work describes the synthesis of a bis-3,4-diazaphospholane ligand library, hydroformylation of O-functionalized alkenes, and application with Wittig olefination in the synthesis of complex organic molecules. A library of bis-3,4-diazaphospholanes ligands was generated by varying the steric bulk in the secondary coordination sphere and applied to the hydroformylation of three terminal alkenes. Styrene exhibited modest variations in regio- and enantioselectivity, whereas, vinyl acetate and allyloxy-t-butyldimethylsilane exhibited fairly minor changes. Enantioselective hydroformylation of allyl ethers with bisdiazaphospholane ligands yield synthetically useful building blocks for organic synthesis; one prominent example, chiral "Roche aldehyde" can be accessed from inexpensive allyl alcohol. AHF of 5-grams of an allyl silyl ether and a protected acrolein demonstrate scalable syntheses of chiral building blocks relevant for natural product synthesis. One-pot asymmetric hydroformylation-Wittig olefinations (AHF-WO) is performed with various alkenes using Rh-bisdiazaphospholane catalysts resulting in [alpha, beta]-unsaturated carbonyl products. In these experiments multiple AHF-WO iterations demonstrate the utility of the synthesis of complex molecules with various functionalities, multiple carbon-carbon double bonds, and stereocenters. Overall this body of work promotes the use of bisdiazaphospholane ligands for enantioselective hydroformylation and organic synthesis
Novel 3 4 Diazaphospholane Ligands
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Author : Julia Wildt
language : en
Publisher:
Release Date : 2017
Novel 3 4 Diazaphospholane Ligands written by Julia Wildt and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2017 with categories.
Hydroformylation is one of the largest homogenously catalyzed transformations in industry, leading to important aldehyde product from alkene starting materials. Asymmetric hydroformylation on the other hand is underdeveloped. The challenge is to maintain high regio- and enantioselectivities for the resulting branched aldehyde. Extensive research is performed on the development and synthesis on chelating bisphosphorus ligands to help control the desired selectivities. However, the substrate scope is only limited for any single ligand. With the discovery of the class of bisdiazaphospholane ligands by Landis and coworker, new paths were opened in addressing a broad scope of substrates over the years. The ligand (S, S, S)-BisDiazaPhos represents a state-of-the-art ligand, that can hydroformylate a variety of substrate with fast rates, while maintaining both high regio- and enantioselectivity. This work focuses on the synthesis of novel 3,4-diazaphospholane ligands to expand the existing library and to address new substrate or improve upon existing selectivities. Chapter 3 shows that racemic 2,5-phenyl-and naphthyl-substituted bisdiazaphospholanes, containing the acylhydrazine backbone can be reduced with BH3 to yield alkylhydrazine based bisdiazaphospholanes. These reduced ligands have been tested in the rhodium-catalyzed hydroformylation of different substrate classes. Interestingly, the regioselectivity with the reduced ligands was improved compared to their non-reduced analogues. This improvement is considered to come from the conformational change in the ring structure, where an increased torsion angle within the ring correlates to higher regioselectivities. A steric quadrant model is used to rationalize the improved regioselectivities for the reduced bisdiazaphospholanes. Chapter 4 describes the development of boronate bearing diazaphospholanes as directing or scaffolding ligands for the purpose of intramolecular hydroformylation of the challenging substrate class of allylic and homoallylic alcohols. This concept takes advantage of functional groups that can coordinate covalently to a substrate and datively to a metal center, leading to improved selectivity and reactivity compared to a non-directed transformations. The synthesis of these novel boronate bearing diazaphospholanes is laid out. The directed hydroformylation of allylic substrates was not observed with mono-diazaphospholanes. The synthesis towards chelating bisdiazaphospholane is described and thought to have the potential to gain further insights into the directing effects of bisdiazaphospholane structures.
Rhodium Catalysis
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Author : Carmen Claver
language : en
Publisher: Springer
Release Date : 2017-12-15
Rhodium Catalysis written by Carmen Claver and has been published by Springer this book supported file pdf, txt, epub, kindle and other format this book has been release on 2017-12-15 with Science categories.
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 of 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. All chapters from Topics in Organometallic Chemistry are published OnlineFirst with an individual DOI. In references, Topics in Organometallic Chemistry is abbrev iated as Top Organomet Chem and cited as a journal.
Hydroformylation
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Author : Armin Börner
language : en
Publisher: John Wiley & Sons
Release Date : 2016-04-25
Hydroformylation written by Armin Börner and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2016-04-25 with Technology & Engineering categories.
Filling a gap in the market for an up-to-date work on the topic, this unique and timely book in 2 volumes is comprehensive in covering the entire range of fundamental and applied aspects of hydroformylation reactions. The two authors are at the forefront of catalysis research, and unite here their expertise in synthetic and applied catalysis, as well as theoretical and analytical chemistry. They provide a detailed account of the catalytic systems employed, catalyst stability and recovery, mechanistic investigations, substrate scope, and technical implementation. Chapters on multiphase hydroformylation procedures, tandem hydroformylations and other industrially applied reactions using syngas and carbon monoxide are also included. The result is a must-have reference not only for synthetic chemists working in both academic and industrial research, but also for theoreticians and analytical chemists.
Modern Rhodium Catalyzed Organic Reactions
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Author : P. Andrew Evans
language : en
Publisher: John Wiley & Sons
Release Date : 2006-03-06
Modern Rhodium Catalyzed Organic Reactions written by P. Andrew Evans and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2006-03-06 with Science categories.
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.