1st Edition

Catalysis of Organic Reactions

Edited By Mike G. Scaros, Michael L. Prunier Copyright 1995
624 Pages
by CRC Press

624 Pages
by Routledge

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