Development Application And Mechanistic Investigation Of Palladium Catalyzed Aerobic Oxidative Amination Methods

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Development, Application and Mechanistic Investigation of Palladium Catalyzed Aerobic Oxidative Amination Methods

Author :
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ISBN 13 :
Total Pages : 0 pages
Book Rating : 4.:/5 (891 download)

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Book Synopsis Development, Application and Mechanistic Investigation of Palladium Catalyzed Aerobic Oxidative Amination Methods by :

Download or read book Development, Application and Mechanistic Investigation of Palladium Catalyzed Aerobic Oxidative Amination Methods written by and published by . This book was released on 2014 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Palladium catalyzed oxidative transformations that employ readily available molecular oxygen as the stoichiometric oxidant enable economic synthetic routes to complex organic targets. This thesis focuses on the development of aerobic oxidative transformations that generate carbon-nitrogen bonds. Chapters 2 and 3 describe research projects that have expanded the scope and mechanistic understanding of reactions that involve amidopalladation of alkenes (aza-Wacker reactions). Chapters 4, 5 and 6 describe research projects that have targeted the discovery of aryl C-H amination reactions. Palladium catalyzed aerobic C-H amination reactions have limited precedent. Several approaches to address this challenge were tested, and promising results are discussed.

Mechanistic Studies of Palladium-catalyzed "Wacker-type" Intramolecular Aerobic Oxidative Amination of Alkenes and Development of Safe and Scalable Continuous-flow Methods for Palladium-catalyzed Aerobic Oxidation

Download Mechanistic Studies of Palladium-catalyzed

Author : Xuan Ye
Publisher :
ISBN 13 :
Total Pages : 219 pages
Book Rating : 4.:/5 (747 download)

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Book Synopsis Mechanistic Studies of Palladium-catalyzed "Wacker-type" Intramolecular Aerobic Oxidative Amination of Alkenes and Development of Safe and Scalable Continuous-flow Methods for Palladium-catalyzed Aerobic Oxidation by : Xuan Ye

Download or read book Mechanistic Studies of Palladium-catalyzed "Wacker-type" Intramolecular Aerobic Oxidative Amination of Alkenes and Development of Safe and Scalable Continuous-flow Methods for Palladium-catalyzed Aerobic Oxidation written by Xuan Ye and published by . This book was released on 2010 with total page 219 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Mechanistic Studies and Catalyst Development of Palladium-catalyzed Aerobic C-h Oxidations of (hetero)aromatics

Author : Dian Wang
Publisher :
ISBN 13 :
Total Pages : 194 pages
Book Rating : 4.:/5 (113 download)

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Book Synopsis Mechanistic Studies and Catalyst Development of Palladium-catalyzed Aerobic C-h Oxidations of (hetero)aromatics by : Dian Wang

Download or read book Mechanistic Studies and Catalyst Development of Palladium-catalyzed Aerobic C-h Oxidations of (hetero)aromatics written by Dian Wang and published by . This book was released on 2017 with total page 194 pages. Available in PDF, EPUB and Kindle. Book excerpt: The selective oxidation of C-H bonds in (hetero)aromatics provides an efficient access to functionalized aromatic molecules of industrial interest. Aerobic oxygen is an ideal terminal oxidants for this transformation because it is readily available and often produces water as the sole byproduct. Homogeneous palladium catalysts are eminently compatible with aerobic turnovers and have seen success in numerous aerobic oxidation processes (e. g., alkene oxidation, alcohol oxidation). In contrast, palladium-catalyzed aerobic oxidative C-H functionalization has been rather underdeveloped. Challenges include slow catalytic turnover, catalyst decomposition and lack of selectivity control (e.g., site selectivity, homo- vs. cross-coupling selectivity). This thesis presents three research projects with different approaches to tackle the unsolved problems in the reaction class of palladium-catalyzed aerobic C-H oxidation of (hetero)aromatics. The reaction mechanism of C-H/C-H coupling of [o]-xylene was characterized, which disclosed a novel, bimetallic pathway. Built on this work, the effect of copper cocatalyst in this reaction was investigated, which revealed a non-traditional role of copper salt in oxidative palladium catalysis and led to the discovery of an improved catalyst system. Last, a synthetic methodology for aerobic indole C-H arylation with ligand-controlled site selectivity was developed, which provided efficient access to pharmaceutically-relevant aryl indoles and led to preliminary mechanistic insights into regiocontrol.

Method Development and Mechanistic Investigation of Palladium-catalyzed Allylic Oxidation Reactions of Terminal Alkenes

Author : Caitlin Kozack
Publisher :
ISBN 13 :
Total Pages : 221 pages
Book Rating : 4.:/5 (125 download)

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Book Synopsis Method Development and Mechanistic Investigation of Palladium-catalyzed Allylic Oxidation Reactions of Terminal Alkenes by : Caitlin Kozack

Download or read book Method Development and Mechanistic Investigation of Palladium-catalyzed Allylic Oxidation Reactions of Terminal Alkenes written by Caitlin Kozack and published by . This book was released on 2021 with total page 221 pages. Available in PDF, EPUB and Kindle. Book excerpt: Palladium-catalyzed allylic C-H acetoxylation has been the subject of significant study in its 60-year history, however several limitations still exist. There are no methods for the allylic acetoxylation of terminal alkenes that exhibit high catalytic turnover. This is of considerable interest in order to establish large scale reactions. Reactions with a broad scope in substrate and coupling partner are also relatively sparse. In order for the field to continue to move forward, it is critical to understand the mechanistic systems so the insights can be applied to develop new methods that are broad in scope and robust in catalytic activity. This thesis will focus on mechanistic investigations to understand the mechanism of 4,5-diazafluoren-one (DAF)/Pd(OAc)[2]-catalyzed aerobic allylic C-H acetoxylation reactions, as well as develop methods that will expand the scope and increase the catalytic activity of allylic acetoxylation.Chapter 1 analyzes high turnover methods for Pd-catalyzed allylic acetoxylation with a focus on the factors that contribute to the success of existing catalytically robust methods, as well as the challenges with developing high turnover methods for terminal akenes and how recent advances with this substrate class may provide insights into unlocking reactivity. Chapter 2 presents the development of a method for Pd-catalyzed aerobic allylic acyloxylation with a low stoichiometry of carboxylic acid coupling partners. Chapter 3 provides an in-depth mechanistic investigation into 4,5-diazafluoren-9-one (DAF)/Pd(OAc)[2]-catalyzed aerobic allylic C-H acetoxylation by using operands spectroscopy to elucidate the two distinct rate regimes. Chapter 4 probes the role of benzoquinone additives in DAF/Pd(OAc)[2]-catalyzed aerobic allylic acetoxylation in the presence and absence of Co(salophen), a transition metal cocatalyst. Chapter 5 presents the development of a method for high turnover DAF/Pd(OAc)[2]-catalyzed allylic C-H acetoxylation of a terminal alkene as well as preliminary kinetics to probe the mechanism.

Palladium Catalyzed Amination of Olefins

Author : Jodie Lynn Brice
Publisher :
ISBN 13 :
Total Pages : 274 pages
Book Rating : 4.:/5 (89 download)

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Book Synopsis Palladium Catalyzed Amination of Olefins by : Jodie Lynn Brice

Download or read book Palladium Catalyzed Amination of Olefins written by Jodie Lynn Brice and published by . This book was released on 2006 with total page 274 pages. Available in PDF, EPUB and Kindle. Book excerpt:

The Development and Mechanistic Studies of Palladium Catalyzed Hydroamination and Metal-free Oxidative Amination Reactions

Author : Brian M. Cochran
Publisher :
ISBN 13 :
Total Pages : 612 pages
Book Rating : 4.:/5 (465 download)

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Book Synopsis The Development and Mechanistic Studies of Palladium Catalyzed Hydroamination and Metal-free Oxidative Amination Reactions by : Brian M. Cochran

Download or read book The Development and Mechanistic Studies of Palladium Catalyzed Hydroamination and Metal-free Oxidative Amination Reactions written by Brian M. Cochran and published by . This book was released on 2009 with total page 612 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Palladium-catalyzed Aerobic [alpha, Beta]-dehydrogenation of Carbonyl Compounds

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ISBN 13 :
Total Pages : 0 pages
Book Rating : 4.:/5 (82 download)

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Download or read book Palladium-catalyzed Aerobic [alpha, Beta]-dehydrogenation of Carbonyl Compounds written by and published by . This book was released on 2012 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: [Alpha, beta]-Unsaturated carbonyl compounds are versatile intermediates in the synthesis of pharmaceuticals and biologically active molecules. The research described herein focuses on the development and mechanistic study of Palladium catalysts for direct aerobic dehydrogenation of ketones and aldehydes to afford the corresponding [alpha, beta]-unsaturated carbonyl compounds. The discovery and application of a novel aerobic dehydrogenation catalyst, Pd(DMSO)2(TFA)2, led to selective dehydrogenation of various cyclohexanone derivatives to afford cyclohexenone products that are of synthetic interest. A complementary Pd(TFA)2/4,5-diazafluorenone catalyst was developed for [alpha, beta]-dehydrogenation of acyclic ketones and aldehydes, with useful applications in preparing unsaturated heterocyclic carbonyl compounds. Characterization of the solution-phase structure of the Pd(DMSO)2(TFA)2 catalyst by NMR spectroscopy suggested that the bis-DMSO ligation to PdII was favorable under the catalytic conditions. Further kinetic studies of Pd(DMSO)2(TFA)2-catalyzed dehydrogenation of cyclohexenone revealed that the DMSO ligands kinetically control the selectivity of dehydrogenation. A fundamental study of the influence of O2 on the acetoxylation of ([pi]-allyl)Pd complexes is also detailed. The fact that O2 is capable of promoting reductive C-O bond formation of ([pi]-allyl)Pd complexes has important implications in understanding the interaction between Pd and O2 and provides a basis for development of Pd-catalyzed aerobic allylic acetoxylation of alkenes.

Oxidative Cross-Coupling Reactions

Author : Aiwen Lei
Publisher : John Wiley & Sons
ISBN 13 : 3527681019
Total Pages : 240 pages
Book Rating : 4.5/5 (276 download)

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Book Synopsis Oxidative Cross-Coupling Reactions by : Aiwen Lei

Download or read book Oxidative Cross-Coupling Reactions written by Aiwen Lei and published by John Wiley & Sons. This book was released on 2016-08-12 with total page 240 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first handbook on this emerging field provides a comprehensive overview of transition metal-catalyzed coupling reactions in the presence of an oxidant. Following an introduction to the general concept and mechanism of this reaction class, the team of authors presents chapters on C-C cross-coupling reactions using organometallic partners, C-Heteroatom bond forming reactions via oxidative couplings, and C-H couplings via C-H activation. The text also covers such groundbreaking topics as recent achievements in the fields of C-C and C-X bond formation reactions as well as C-H activation involving oxidative couplings. With its novel and concise approach towards important building blocks in organic chemistry and its focus on synthetic applications, this handbook is of great interest to all synthetic chemists in academia and industry alike.

Palladium Catalyzed Oxidation of Hydrocarbons

Author : P. Henry
Publisher : Springer Science & Business Media
ISBN 13 : 940099446X
Total Pages : 449 pages
Book Rating : 4.4/5 (9 download)

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Book Synopsis Palladium Catalyzed Oxidation of Hydrocarbons by : P. Henry

Download or read book Palladium Catalyzed Oxidation of Hydrocarbons written by P. Henry and published by Springer Science & Business Media. This book was released on 2012-12-06 with total page 449 pages. Available in PDF, EPUB and Kindle. Book excerpt: The field of organometallic chemistry has emerged over the last twenty-five years or so to become one of the most important areas of chemistry, and there are no signs of abatement in the intense current interest in the subject, particularly in terms of its proven and potential application in catalytic reactions involving hydrocarbons. The development of the organometallic/ catalysis area has resulted in no small way from many contributions from researchers investigating palladium systems. Even to the well-initiated, there seems a bewildering and diverse variety of organic reactions that are promoted by palladium(II) salts and complexes. Such homogeneous reactions include oxidative and nonoxidative coupling of substrates such as olefins, dienes, acetylenes, and aromatics; and various isomerization, disproportionation, hydrogenation, dehydrogenation, car bonylation and decarbonylation reactions, as well as reactions involving formation of bonds between carbon and halogen, nitrogen, sulfur, and silicon. The books by Peter M. Maitlis - The Organic Chemistry of Palladium, Volumes I, II, Academic Press, 1971 - serve to classify and identify the wide variety of reactions, and access to the vast literature is available through these volumes and more recent reviews, including those of J. Tsuji [Accounts Chem. Res. , 6, 8 (1973); Adv. in Organometal. , 17, 141 (1979)], R. F. Heck [Adv. in Catat. , 26, 323 (1977)], and ones by Henry [Accounts Chem. Res. , 6, 16 (1973); Adv. in Organometal. , 13, 363 (1975)]. F. R. Hartley's book - The Chemistry of Platinum and Palladium, App!. Sci. Pub!.

Development of Palladium(II)-catalyzed Methods for Alkene Functionalization

Author : Michelle Monnens Rogers
Publisher :
ISBN 13 :
Total Pages : 380 pages
Book Rating : 4.:/5 (89 download)

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Book Synopsis Development of Palladium(II)-catalyzed Methods for Alkene Functionalization by : Michelle Monnens Rogers

Download or read book Development of Palladium(II)-catalyzed Methods for Alkene Functionalization written by Michelle Monnens Rogers and published by . This book was released on 2007 with total page 380 pages. Available in PDF, EPUB and Kindle. Book excerpt:

1. Axially-chiral 7-membered N-heterocyclic Carbenes : Synthesis and Application to Palladium-catalyzed Intramolecular Aerobic Oxidation of Olefins

Download 1. Axially-chiral 7-membered N-heterocyclic Carbenes : Synthesis and Application to Palladium-catalyzed Intramolecular Aerobic Oxidation of Olefins PDF Online Free

Author : Christopher C. Scarborough
Publisher :
ISBN 13 :
Total Pages : 474 pages
Book Rating : 4.:/5 (891 download)

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Book Synopsis 1. Axially-chiral 7-membered N-heterocyclic Carbenes : Synthesis and Application to Palladium-catalyzed Intramolecular Aerobic Oxidation of Olefins by : Christopher C. Scarborough

Download or read book 1. Axially-chiral 7-membered N-heterocyclic Carbenes : Synthesis and Application to Palladium-catalyzed Intramolecular Aerobic Oxidation of Olefins written by Christopher C. Scarborough and published by . This book was released on 2008 with total page 474 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Mechanistic Investigations of Palladium Catalyzed Aerobic Oxidations of Alcohols

Author : Jaime Ann Mueller
Publisher :
ISBN 13 :
Total Pages : 472 pages
Book Rating : 4.:/5 (611 download)

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Book Synopsis Mechanistic Investigations of Palladium Catalyzed Aerobic Oxidations of Alcohols by : Jaime Ann Mueller

Download or read book Mechanistic Investigations of Palladium Catalyzed Aerobic Oxidations of Alcohols written by Jaime Ann Mueller and published by . This book was released on 2005 with total page 472 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Mechanistic Studies of Palladium-catalyzed Aerobic Alcohol Oxidation

Author : Bradley A. Steinhoff
Publisher :
ISBN 13 :
Total Pages : 254 pages
Book Rating : 4.:/5 (89 download)

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Book Synopsis Mechanistic Studies of Palladium-catalyzed Aerobic Alcohol Oxidation by : Bradley A. Steinhoff

Download or read book Mechanistic Studies of Palladium-catalyzed Aerobic Alcohol Oxidation written by Bradley A. Steinhoff and published by . This book was released on 2005 with total page 254 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Artificial Metalloenzymes and MetalloDNAzymes in Catalysis

Author : Montserrat Diéguez
Publisher : John Wiley & Sons
ISBN 13 : 3527804072
Total Pages : 431 pages
Book Rating : 4.5/5 (278 download)

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Book Synopsis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis by : Montserrat Diéguez

Download or read book Artificial Metalloenzymes and MetalloDNAzymes in Catalysis written by Montserrat Diéguez and published by John Wiley & Sons. This book was released on 2018-02-21 with total page 431 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

The Design and Development of Palladium-catalyzed Aerobic Oxidative Transformations

Author : Eric Matthew Ferreira
Publisher :
ISBN 13 :
Total Pages : 1312 pages
Book Rating : 4.:/5 (437 download)

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Book Synopsis The Design and Development of Palladium-catalyzed Aerobic Oxidative Transformations by : Eric Matthew Ferreira

Download or read book The Design and Development of Palladium-catalyzed Aerobic Oxidative Transformations written by Eric Matthew Ferreira and published by . This book was released on 2005 with total page 1312 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Development and Mechanistic Investigation of the Palladium-Catalyzed Alpha-Arylation of Aldehydes and N-Arylation of Ammonia

Author :
Publisher :
ISBN 13 :
Total Pages : pages
Book Rating : 4.:/5 (931 download)

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Book Synopsis Development and Mechanistic Investigation of the Palladium-Catalyzed Alpha-Arylation of Aldehydes and N-Arylation of Ammonia by :

Download or read book Development and Mechanistic Investigation of the Palladium-Catalyzed Alpha-Arylation of Aldehydes and N-Arylation of Ammonia written by and published by . This book was released on 2010 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:

Mechanistic Investigation and Optimization of Aerobic Palladium Catalysts and Base-triggered Degrading Poly(aminoester)s

Author : Wilson C Ho
Publisher :
ISBN 13 :
Total Pages : pages
Book Rating : 4.:/5 (17 download)

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Book Synopsis Mechanistic Investigation and Optimization of Aerobic Palladium Catalysts and Base-triggered Degrading Poly(aminoester)s by : Wilson C Ho

Download or read book Mechanistic Investigation and Optimization of Aerobic Palladium Catalysts and Base-triggered Degrading Poly(aminoester)s written by Wilson C Ho and published by . This book was released on 2018 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: