1st Edition

Catalysis of Organic Reactions

Edited By Mike G. Scaros, Michael L. Prunier Copyright 1995

    Based on the papers and posters presented at the 15th Conference on Catalysis of Organic Reactions, this work covers developments in the study of catalysis as it relates to organic synthesis, emphasizing applications in industrial processes. Over 1000 bibliographic citations and over 250 tables, drawings, and photographs are provided. Theoretical and practical aspects of the field are highlighted.

    Preface

    Contributors

    The Process of Catalyst Selection

    R.J. McNair

    Influence of Catalyst Preparation Methodology on the Selectivity of Supported Transition Metal Catalysts

    F.P. Daly, W. M. Jensen and D.J. Ostgard

    The Effect of Reaction Conditions on Catalyst Selectivity

    I.R. Feins and S. Spronck

    Selectivity: What it Means to the Fats and Oil Processor

    M.J. Breen

    Surfaces of Raney® Catalysts

    S.R. Schmidt

    Catalyst Filtration: What's Right for Me?

    J.M. Lambert, Jr.

    Precious Metal Recovery and the Precious Metal Loop

    L. W. Cline, Jr.

    Heterogeneous Catalysis in Organic Synthesis

    R.L. Augustine, L.K. Doyle, S. Malhotra, L.S. Posner, S.T. O’Leary, S. A. Roberto and S. K. Tanielyan

    Selective Organic Synthesis - How Can Solids Help?

    K. Smith

    Palladium-Catalyzed Coupling of Aryl Halides and Aryl Triflates to Itaconate Diesters: A Convenient Preparation of E-Benzylidenesuccinate Diesters

    J.J. Talley, M.G. Scaros, M.A. Schmidt and P.K. Yonan

    A Novel Fixed Bed Catalyst for the Direct Combination of H2, and O2 to H2O2

    J.R. Kosak

    Primary Amine Syntheses from Olefins, Syngas, and Ammonia

    J.F. Knifton and J.J. Lin

    Asymmetric Synthesis by Ru-BINAP

    S. Akutagawa

    The Reductions of 2-Methyl-2-alkenoic Acids with Ruthenium (BINAP) Catalysts

    D.J. Ager, D.E. Froen, and S.A. Laneman

    Multinuclear NMR Observation of a Ru (II)-BINAP Catalyst and Possible Intermediates in the Reduction of Ketoesters

    S.A. King and L. DiMichele

    Homogeneous Catalytic Asymmetric Hydrogenation of Imines

    B.R. James

    Homogeneous Hydrogenation of Imines Catalyzed by Iridium Complexes

    R.B. Bedford, P.A. Chaloner, C. Claver, E. Fernandez, P. B. Hitchcock and A. Ruiz

    On the Role of Modifier-Substrate Interactions in Different Heterogeneous Catalytic Asymmetric Reactions

    J. L. Margitfalvi

    New-Asymmetric Heterogeneous Catalytic Hydrogenation Reactions

    J. Petró and R. A. Sheldon

    Organometallic Chemistry in Industrial Vitamin A and Vitamin E Synthesis

    C. Mercier and P. Chabardes

    New Methods of Designing Drug Delivery Systems by Catalytic Reactions on Template Polymers

    S.J. Tremont, P.W. Collins, W.E. Perkins, R. L. Fenton, D. Forster, M. P. McGrath, G. M. Wagner, A. F. Gasiecki and P. H. Jones

    Highly Chemoselective Catalytic Hydrogenation of Polar Unsaturation Using Cu(1) Complexes and H2

    J. F. Daeuble and J. M. Stryker

    Some Catalytic Problems in Reductive Amination of Ketones

    J.J. Birtill

    Reductive Alkylation of Acetophenone with Aniline

    R.E. Malz, Jr., E.H. Jancis, M.P. Reynolds and S.T. O’Leary

    Synthesis of R2NR Dissymmetric Amines over Copper or Nickel Based Catalysts

    J. Barrault and X. Caillault

    Influence of the Medium on Hydrogenation of 2-Methyl-glutaronitrile. Selective Access to 2-Methylpentane Diamine or β-Picoline after Dehydrogenation

    G. Cordier

    The Role of Alkali Promoters in the Selective Hydrogenation of 3-Methly 2-Butenal

    D.G. Blackmond and A. Waghray

    The Metal/Bromide Autoxidation of Hydrocarbons. An Extraordinary Versatile and Flexible Method for the Oxygenation of Hydrocarbons

    W. Partenheimer

    Synthesis of 2-Butanone by Selective Oxidation on Solid Wacker-type Catalysts

    G. Centi and G. Stella

    Catalytic Oxidations with Air for Clean and Selective Transformations of Polyols

    P. Gallezot, M. Besson and F. Fache

    Structural Dependence of Intra- and Intermolecular Selectivity in Oxidation with Titanium Silicalites Catalysts

    T. Tatsumi, M. Yako, K. Yanagisawa and K. Asano

    Ammoximation Reaction in Gas and Liquid Phase

    M.A. Mantegazza, G. Paparatto, G. Petrini, G. Fornasari, and F. Trifirò

    Bimetallic Hydroformylation Catalysis: The Uses of Homobimetallic Cooperativity in Organic Synthesis

    G.G. Stanley

    Low Pressure Rhodium-Catalyzed Hydroformylation: Mechanism and Equilibria

    L.U. Gron, M.E. London, A.M. Gaffney and H.C. Foley

    Immobilized Metal Complex Catalysts and Heterogeneous Precious Metal Catalysts on Polysiloxane Supports and Their Application in Organic Synthesis

    S. Wieland and P. Panster

    Palladium Promoted by Metal Ions. Oxidation State of Promoter During Liquid Phase Hydrogenations

    Z. Bodnar, T. Mallat, and A. Baiker

    Silicon Modified Pd Catalysts: XPS and Hydrogenation of Cyclohexene

    G. V. Smith, J. Stoch, S. Tjandra, and T. Wiltowski

    Preparation of Fixed-Bed Raney® Catalysts and Their Evaluation

    L.J. Czarnecki, C.J. Pereira and W.C. Cheng

    Hydrogenation of Aliphatic Nitriles on Raney Nickel: Influence of Parent Alloys and Dopes on Activity and Selectivity

    D. Djaouadi, M. Besson, J. Jenck, and P. Fouilloux

    Control of the Intramolecular Selectivity in the Gas Phase Hydrogenation of Crotonaldehyde over Supported Bimetallic Catalysts

    P. Claus and D. Hönicke

    H2 Hydrogenation of Imines Catalyzed by Ruthenium Complexes of Chelating Diphosphines

    D. E. Fogg and B.R. James

    Isomer-Selective Hydrogenation of Bisphenol A to Isopropylidenedi(cyclohexanol)

    M.E. Ford and R.S. Myers

    Selectivities in the Hydrogenation of Polyunsaturated Compounds over Various Mixed Oxides

    R. Hubaut, A. Bouraada and J.P. Bonnelle

    Selective Hydrogenation of Carboxylic Acids to Alcohols with Sol-Gel Ruthenium/Tin Catalysts

    S. Niwa, F. Mizukami, H. Yokochi, M. Toba, K.Y. Cheah, T.S. Tang, T. Shimizu, A. Makita, and T. Fufii

    Highly Selective Catalysts in Reductive Alkylations and in Debenzylation in the Presence of Aromatic Chlorine

    M.G. Scaros, P.K. Yonan, M.L. Prunier, S.A. Laneman, O.J. Goodmonson, and R.M. Friedman

    Influence of Alloying Element (Cr, V, Zr) on the Selectivity Character of Platinum Alloy Catalysts Supported on Carbon in the Hydrogenation of Phenol

    P.K. Rao, S.T. Srinivas and L.J. Lakshmi

    Hydrogenation and Dehalogenation of p-Chloronitrobenzene: Effect of Pd Metal Particle Size on Activity and Selectivity

    G.V. Smith, R. Song, D. Ostgard, and R.E. Malz, Jr.

    Improved Catalysts for the Hydrogenation of Industrial Oxoaldehyde Mixtures

    F. Trifirò, A. Vaccari, G. Braca, and A.M. Raspolli Galletti

    Ammoxidation of Methyl Aromatics: New Aspects for Heterogeneous Catalytic Oxidation Through Copper Promoted Activation of Molecular Oxygen

    B. Lücke and A. Martin

    A New Approach to Catalytic Oxidation Through Copper Promoted Activation of Molecular Oxygen

    L. Prati and M. Rossi

    Vanadium Phosphorous Oxide Catalyst for Ammoxidations of 3-Picoline to Nicotinonitrile and 2-Methlypyrazine to 1-Cyanopyrazine

    B. Mahipal Reddy, M. Vijaya Kumar, and B. Manohar

    Partial Oxidation of Activated Aromatics on Molecular Sieve Catalysts

    G.N. Vayssilov, M. Yankov, Z. Popova, and L. Dimitrov

    Methane Oxidative Oligomerization with High Yield of Z-But-2-ene Over ZSM5 Zeolite Supported Transition Metal Oxides

    C. Bezouhanova, E. Uzunova, V. Nenova, and H. Lechert

    Selective Acid-Catalyzed Production of Bis-Aniline M and P

    M.D. Conner and M.E. Ford

    Effect of the Substituents in the Alkylation of Aromatics with Methanol over HZSM-5 Zeolite

    M.R. Goldwasser, L. Garcia, G. Giannetto, M. Guisnet and P. Magnoux

    Kinetic Study of Acylation of Phenol with Acetic Acid Over A HZSM5 Zeolite

    I. Neves, F. Jayat, D.B. Lukyanov, P. Magnoux, G. Pérot, F.R. Ribeiro, M. Gubelmann, and M. Guisnet

    Synthesis of Aliphatic and Cyclic Amines by Heterogeneous-Catalytic Conversion of Ethers on Zeolite Catalysts

    A. Martin and B. Lücke

    On the Origin of High Efficiency of ZSM-5 Zeolites in Oxidative Hydroxylation of Aromatics with N2O

    G.I. Panov, V.I. Sobolev, A.S. Kharitonov, and E.A. Paukshtis

    Shape Selective Liquid Phase Aldol Reactions Using Alkali Modified Zeolites

    L.S. Posner and R.L. Augustine

    Alkylation of Phenol with 1-Butanol over zeolites

    Y. Ojeda, M.R. Goldwasser, and M. Torrealba

    The Hydrogenolysis and Isomerization of Light Hydrocarbons Over Pt Catalysts

    S.L. Anderson, M.T. Paffett and A.K. Datye

    The Design of Microporous Crystalline Solids Using Metal Complexes as Templating Agents: Preparation, Structure and Characterization

    D.A. Bruce, J.A. Bertrand, M.L. Occelli, M.G. White and F. Mertens

    The Support Effect on the Dispersed Metal Catalyzed Allylic Substitution Reaction

    S.V. Malhotra and R.L. Augustine

    Modification of Supported and Skeletal Metal Catalyst: A New Approach

    J.L. Margitfalvi, S. Göbölös, E. Tálas, M. Hegedüs, and J. Ryczkowski

    KF/18-Crown-6 As a Catalyst in Methyl Ester-Formamide Exchange Reaction

    A. Benderly, A. Bravo and L. Terrell

    The Asymmetric Hydrocyanation of Vinylarenes

    A.L. Casalnuovo, T.V. RajanBabu, and T. Warren

    Bimetallic Hydroformylation Catalysis: In Situ IR and NMR Spectroscopic Studies

    W.J. Peng, S.G. Train, K. Fitzgerald, D. Johnson, P. Alburquerque, and G.G. Stanley

    Altered CO Hydrogenation Selectivity due to Pt-CeO2 Contact

    D. Kalakkad and A.K. Datye

    Regioselectivity of the Electrically Modified Palladium Catalyzed Heck Arylation

    S.A. Roberto and R.L. Augustine

    Index

    Biography

    Mike G. Scaros

    ". . .the works published in this book. . .give a good overview of the state-of-the-art in catalysis of organic reactions. The information and the abundant practical examples given, make this book a well-suited reference source. "
    ---Applied Catalysis
    "This volume contains a large number of contributions by experts in various fields of catalysis and as such provides a wealth of information on a wide range of aspects of catalysis. . .it is a useful addition to the bookshelf for those involved in catalysis. "
    ---Platinum Metals Review