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Author: Benedetta Palucci
Publisher:
ISBN:
Category :
Languages : en
Pages : 286
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Book Description
La present tesi doctoral té com a objectiu el desenvolupament de sistemes per aconseguir una regioselectivitat no convencional en l'hidroformilació d'alquens terminals. Degut a que nombroses substàncies naturals perfumades contenen un grup aldehid. Els processos d'hidroformilació, on es fan reaccionar monòxid de carboni i hidrogen amb olefines, han esdevenit mètodes inestimables per a les empreses de fragàncies per a la producció d'aquests derivats. La regioselectividad del procés, per a l'obtenció del producte lineal o ramificat, és extremadament dependent del substrat. Com a tendència general en l'hidroformilació catalitzada per Rh, els alquens terminals, com l'1-octè, reaccionen per a la producció d'aldehids lineals, mentre que els alquens vinílic, com l'estirè, proporcionen els productes ramificats corresponents. No obstant, per a la síntesis de noves substàncies perfumades, l'accés als aldehids oposats seria sens dubte beneficiós. Al Capítol 3 es descriu la síntesis de nous lligands bidentats centrats en fòsfor i nitrogen i la seva aplicació en l'hidroformilació de 1-hexè catalitzada per rodi, obtenint el producte ramificat. Al Capítol 4 s'aporta la síntesi d'una nova família de lligands fosfina-fosfit i fosfina-fosforamidit i la seva aplicació en l'hidroformilación de l'1-octè cap a l'aldehid ramificat, catalitzada per rodi. El Capítol 5 es centra en la hidroformilació d'estirè catalitzada per rodi amb lligands bis (dipirrolil-fosforamidit), cap a la producció del producte lineal. El Capítol 6 ofereix el desenvolupament d'un procés sense precedents anomenat "carbonilació reductora catalitzada per rodi" de l'acetat al·lílic, per a la producció de l'aldehid corresponent. A més d'un estudi de la reactivitat del sistema catalític mitjançant RMN d'alta pressió. Finalment, al Capítol 7 es presenten els resultats obtinguts en l'hidroformilació d'estirè catalitzada per pal·ladi, utilitzant formaldehid com a substitut de gas de síntesi.
Author: Benedetta Palucci
Publisher:
ISBN:
Category :
Languages : en
Pages : 286
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Book Description
La present tesi doctoral té com a objectiu el desenvolupament de sistemes per aconseguir una regioselectivitat no convencional en l'hidroformilació d'alquens terminals. Degut a que nombroses substàncies naturals perfumades contenen un grup aldehid. Els processos d'hidroformilació, on es fan reaccionar monòxid de carboni i hidrogen amb olefines, han esdevenit mètodes inestimables per a les empreses de fragàncies per a la producció d'aquests derivats. La regioselectividad del procés, per a l'obtenció del producte lineal o ramificat, és extremadament dependent del substrat. Com a tendència general en l'hidroformilació catalitzada per Rh, els alquens terminals, com l'1-octè, reaccionen per a la producció d'aldehids lineals, mentre que els alquens vinílic, com l'estirè, proporcionen els productes ramificats corresponents. No obstant, per a la síntesis de noves substàncies perfumades, l'accés als aldehids oposats seria sens dubte beneficiós. Al Capítol 3 es descriu la síntesis de nous lligands bidentats centrats en fòsfor i nitrogen i la seva aplicació en l'hidroformilació de 1-hexè catalitzada per rodi, obtenint el producte ramificat. Al Capítol 4 s'aporta la síntesi d'una nova família de lligands fosfina-fosfit i fosfina-fosforamidit i la seva aplicació en l'hidroformilación de l'1-octè cap a l'aldehid ramificat, catalitzada per rodi. El Capítol 5 es centra en la hidroformilació d'estirè catalitzada per rodi amb lligands bis (dipirrolil-fosforamidit), cap a la producció del producte lineal. El Capítol 6 ofereix el desenvolupament d'un procés sense precedents anomenat "carbonilació reductora catalitzada per rodi" de l'acetat al·lílic, per a la producció de l'aldehid corresponent. A més d'un estudi de la reactivitat del sistema catalític mitjançant RMN d'alta pressió. Finalment, al Capítol 7 es presenten els resultats obtinguts en l'hidroformilació d'estirè catalitzada per pal·ladi, utilitzant formaldehid com a substitut de gas de síntesi.
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: Ken Tanaka
Publisher: John Wiley & Sons
ISBN: 3527343644
Category : Science
Languages : en
Pages : 684
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Book Description
An essential reference to the highly effective reactions applied to modern organic synthesis Rhodium complexes are one of the most important transition metals for organic synthesis due to their ability to catalyze a variety of useful transformations. Rhodium Catalysis in Organic Synthesis explores the most recent progress and new developments in the field of catalytic cyclization reactions using rhodium(I) complexes and catalytic carbon-hydrogen bond activation reactions using rhodium(II) and rhodium(III) complexes. Edited by a noted expert in the field with contributions from a panel of leading international scientists, Rhodium Catalysis in Organic Synthesis presents the essential information in one comprehensive volume. Designed to be an accessible resource, the book is arranged by different reaction types. All the chapters provide insight into each transformation and include information on the history, selectivity, scope, mechanism, and application. In addition, the chapters offer a summary and outlook of each transformation. This important resource: -Offers a comprehensive review of how rhodium complexes catalyze a variety of highly useful reactions for organic synthesis (e.g. coupling reactions, CH-bond functionalization, hydroformylation, cyclization reactions and others) -Includes information on the most recent developments that contain a range of new, efficient, elegant, reliable and useful reactions -Presents a volume edited by one of the international leading scientists working in the field today -Contains the information that can be applied by researchers in academia and also professionals in pharmaceutical, agrochemical and fine chemical companies Written for academics and synthetic chemists working with organometallics, Rhodium Catalysis in Organic Synthesis contains the most recent information available on the developments and applications in the field of catalytic cyclization reactions using rhodium complexes.
Author: P. Andrew Evans
Publisher: John Wiley & Sons
ISBN: 352760409X
Category : Science
Languages : en
Pages : 496
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Book Description
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.
Author: Jian-Qiang Zhou
Publisher:
ISBN:
Category : Alkenes
Languages : en
Pages : 0
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Book Description
This thesis comprises research on the regioselective carbonylation and related reactions involving various unsaturated organic substances such as alkenes, alkynes, allylic esters, alcohols and amines, open chain and cyclic $\alpha$, $\beta$-unsaturated esters using cationic, neutral and zwitterionic rhodium(I) complexes as catalysts. New methods for the preparation of valuable functionally substituted derivatives have been developed.
Author: Boy Cornils
Publisher: John Wiley & Sons
ISBN: 3527328971
Category : Science
Languages : en
Pages : 1778
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Book Description
The completely revised third edition of this four-volume classic is fully updated and now includes such topics as as CH-activation and multicomponent reactions. It describes the most important reaction types, new methods and recent developments in catalysis. The internationally renowned editors and a plethora of international authors (including Nobel laureate R. Noyori) guarantee high quality content throughout the book. A "must read" for everyone in academia and industry working in this field.
Author: Jian-Qiang Zhou
Publisher:
ISBN:
Category : Alkenes
Languages : en
Pages : 386
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Book Description
This thesis comprises research on the regioselective carbonylation and related reactions involving various unsaturated organic substances such as alkenes, alkynes, allylic esters, alcohols and amines, open chain and cyclic $\alpha$,$\beta$-unsaturated esters using cationic, neutral and zwitterionic rhodium(I) complexes as catalysts. New methods for the preparation of valuable functionally substituted derivatives have been developed.
Author: Christine Le
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
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Book Description
Atom-economical addition reactions to unsaturated carbonâ carbon bonds represent a powerful class of transformations in organic chemistry, since a great deal of molecular complexity can be generated from simple starting materials. Highly regio- and stereoselective processes have been made possible through the use of transition metal catalysts, alongside specialized ancillary ligands and in combination with rational substrate design. One area of research in the Lautens group involves the transition metal catalyzed asymmetric ring opening (ARO) of strained alkenes, which provides access to enantioenriched carbocyclic frameworks. Although a variety of coupling partners have been applied in this transformation, the use of soft carbon nucleophiles remains limited in scope. The first chapter describes a rhodium(I)-catalyzed ARO of meso-oxabicyclic alkenes using silyl enol ethers and ketene acetals. In analogy to the Mukaiyama aldol reaction, a novel silyl migration occurs, enabling an in situ protection of the chiral alcohols obtained. Developing new reactivity from Heck-type carbopalladation processes represents another research interest in the Lautens group. Oxidative addition into a carbonâ halogen bond constitutes the first step of nearly all palladium(0)-catalyzed cross-couplings. Conversely, reductive elimination from palladium(II) to yield an organohalide product represents a rare and often thermodynamically unfavoured process. The next two chapters address challenges in the synthesis of vinyl halides using palladium(0) catalysis via the intramolecular carbohalogenation and chlorocarbamoylation of alkynes. During our investigations, we discovered that the steric bulk of both the substrate and the phosphine ligand play an important role in promoting the desired reactivity. Mechanistic insight has been gained through combined experimental and computational studies, which implicate a palladium-catalyzed stereoisomerization in both of these transformations. Under certain conditions, we demonstrate that highly stereoselective trans-additions to alkynes can be achieved, which illustrates that specific substrate/catalyst combinations can override the inherent cis-selectivity in carbometallations. In the fourth chapter, a formal palladium(II)-catalyzed alkyne chlorocarbamoylation reaction is presented, which provides access to medicinally relevant methylene oxindole scaffolds. In contrast to the analogous protocol using palladium(0) catalysts, the reaction is initiated by an alkyne chloropalladation step, followed by intramolecular cross-coupling with a carbamoyl chloride. Experimental and computational studies provide insight into the mechanism of this reaction.
Author: Ryan James DeLuca
Publisher:
ISBN:
Category : Amination
Languages : en
Pages : 153
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Book Description
Author: Maretha Serdyn
Publisher:
ISBN:
Category : Carbonyl compounds
Languages : en
Pages : 312
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Book Description
