Catalysis of Organic Reactions: Twenty-second Conference
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Summary
Apply an Omnibus of Knowledge from Leaders in the Field
The unexpected diversity of topics presented at previous gatherings forced organizers of 2008’s 22nd Conference on Catalysis of Organic Reactions to expand its format to reflect the remarkable current degree of specialization in the field. Catalysis of Organic Reactions contains a compilation of papers presented at the event, and subsequently, few books will be able to match the breadth and depth of its content.
Featuring papers by respected scientists from academia, industry, and the governmental research-and-development sector, it covers various aspects of the production, sale, and use of catalysts for practical purposes. Articles concentrate on the general area of catalyzed synthesis, emphasizing the production of organic chemicals. With a focus on application rather than theory, the dominant theme is the traditionally practiced area of heterogeneous catalysis. Topics include:
- Hydrogenation and hydrogenolysis
- C-C coupling
- Amination and oxidation (including the precious metal, supported base metal, and sponge metal, Raney process, and homogeneous catalyst types)
- End uses of products, including industrial petrochemicals, fine chemicals, and pharma intermediates
Those working with applied catalysis will benefit greatly from this consolidation of insights and reviews of the latest developments in the field. Each of the papers presented were edited by ORCS members, drawn from both academia and industry, and peer-reviewed by experts in related fields of study.
Table of Contents
Board of Editors
Chronology of Organic Reactions Catalysis Society Conferences
Preface
New Chemistry, Including Pulp Bleaching Processes, of the Golden-Aged, Water-Soluble Compound, Tris(hydroxymethyl) phosphine, B.R. James
Design and Serendipity in the Discovery and Development of Homogeneous Catalysts for Organic Synthesis, J.F. Hartwig
Asymmetric Hydrogenation of an Amino Acid Intermediate in the Synthesis of Complex Drug Targets: From Kinetic Modeling to Process Development, D.S. Hsieh, D. Lin, S.S.Y. Wang, R.O. Cann, J.B. Sausker, and S. Kiang
Process Intensification. Continuous Two-Phase Catalytic Reactions in a Table-Top Centrifugal Contact Separator, G.N. Kraai, B. Schuur, F. van Zwol, R.M. Haak, A.J. Minnaard, B.L. Feringa, H.J. Heeres, and J.G. de Vries
Application of Scavengers for the Removal of Palladium in Small Lot Manufacturing, A.M. Allgeier, E.E. Bunel, T. Correll, M. Dilmeghani, M. Faul, J. Milne, J. Murry, J. F. Payack, C. Scardino, B. J. Shaw, and X. Wang
Large-Scale Synthesis of Thienobenzazepine Derivatives Using Two Efficient Metal Catalyzed Processes Telescoped: Nitro Reduction and Intramolecular Aminocarbonylation, W.G. Holloway, K. Takeuchi, M.L. Prunier, and A. Navarro
Manufacture and Application of Asymmetric Hydrogenation Catalysts, L.T. Boulton, C.J. Cobley, I.C. Lennon, G.A. Meek, P.H. Moran, C. Praquin, and J.A. Ramsden
Hydrogenation of Nitro-Substituted Acetophenones, S.D. Jackson, R. McEwan, and R.R. Spence
Tuning Selectivity through the Support in the Hydrogenation of Citral over Copper Catalysts, I.V. Deliy, I.G. Danilova, I.L. Simakova, F. Zaccheria, N. Ravasio, and R. Psaro
Improved Activity of Catalysts for the Production of Hydroxylamine, J.R. Blanton, T. Hara, K. Moebusand, and B. Chen
A .Trans-Effect. in Carbon Double-Bond Hydrogenation, A.S. Canning, S.D. Jackson, A. Monaghan, R.R. Spence, and T. Wright
Detailed Kinetic Analysis Reveals the True Reaction Path: Catalytic Hydrogenation, Hydrolysis and Isomerization of Lactose, T. Salmi, J. Kuusisto, J. Wärnå, and J.-P. Mikkola
Hydrogenation of a,ß-Unsaturated Aldehydes over Ir Catalysts Supported on Monolayers of Ti-Si and Nb-Si, J.J. Martínez, H. Rojas, G. Borda, and P. Reyes
4,6-Diamino Resorcinol by Hydrogenation, a Case Study, A, Tungler, Z, Trocsanyi, and L. Vida
Novel Hydrogenolysis Route to Perfluoroalkyl Ethane Thiols, S.E. Jacobson, L. Abrams, G. Jones, L. Zhang, and J.F. White
New Insight into the Electrocatalytic Hydrogenation of Model Unsaturated Organic Compounds, J. Lessard, M. Obradovic, and G. Jerkiewicz
Catalytic Reductive Alkylation of Aromatic and Alkyl Amines and Diamines over Sulfided and Unsulfided Platinum Group Metals, V. Arunajatesan, J.L. Morrow, and B. Chen
Catalytic Synthesis of N,N-Dialkylglucamines, I. K. Meier, Mike E. Ford, and R. J. Goddard
Simple Catalytic Synthesis of N,N.-Dialkyl-N,N.-di(1-deoxyglucityl) ethylenediamines, Sugar-Based Gemini Surfactants, M.E. Ford, C.P. Kretz, K.R. Lassila, R.P. Underwood, and I.K. Meier
Anchored Wilkinson.s Catalyst: Comparison with the Homogeneous Catalyst and Supported Rhodium with Respect to Reaction Selectivity, S.K. Tanielyan, R.L. Augustine, N. Marin, and G. Alvez
Synthesis of New Ligands for the Preparation of Combined Homogeneous and Heterogeneous Catalysts, C. Pinel, S. Noël, K. Pan, C. Luo, and L. Djakovitch
Assessing Catalyst Homogeneity/Heterogeneity via Application of Insoluble Metal Scavengers: Application to Heck and Suzuki Reactions, C.W. Jones and J.M. Richardson
Unusual Isolated Pre-Catalyst Systems Using TaniaPhos/MandyPhos Ligands, O. Briel, A. Doppiu, R. Karch, C. Le Ret, R. Winde, and A. Rivas Nass
New Developments in the Synthesis and Application of Chiral Phospholane Ligands, R. Kadyrov and J. Tarabocchia
New Concepts in Designing Ruthenium-Based Second Generation Olefin Metathesis Catalysts and Their Application, R. Kadyrov, A. Rosiak, J. Tarabocchia, A. Szadkowska, M. Bieniek, and K. Grela
Kinetic Implications Derived from Competitive Reactions: Buchwald-Hartwig Amination, A.C. Ferretti, J.S. Mathew, C. Brennan, and D.G. Blackmond
A Highly Active and Reusable Catalyst for Suzuki Couplings: BaCe1-xPdxO3-x (0 < x = 0.1) 233, X. Ouyang, J. Li, R. Seshadri, and S.L. Scott
Biphasic Hydroformylation of Higher Olefins, S.D. Dietz, C.M. Ohman, T.A. Scholten, S. Gebhard, and G. Srinivas
Hydroformylation of 1-Butene on Rh Catalyst, A. Bernas, J. Ahlkvist, J. Wärnå, P. Mäki-Arvela, J. Lehtonen, T. Salmi, and D.Y. Murzin
Innovative One-Pot Oxidation Method for the Synthesis of Bioproducts from Renewables, P. Gallezot and A.B. Sorokin
A Process for the Production of Biodiesel from Non-Conventional Sources, P. Bondioli, L. Della Bella, N. Ravasio, and F. Zaccheria
Heterogeneous Catalyst and Process for the Production of Biodiesel from High Free-Fatty Acid-Containing Feedstocks, R. Banavali, R.T. Hanlon, K. Jerabek, and A.K. Schultz
Sustainable Biodiesel Production by Catalytic Reactive Distillation, A.A. Kiss and G. Rothenberg
New Catalysts for the Hydrogenolysis of Glycerol and Sugar Alcohols, J.E. Holladay, J.F. White, T.H. Peterson, J.G. Frye, A.A. Oberg, L. Peerboom, D.J. Miller, and A.H. Zacher
Catalytic Hydrogenolysis of Glycerol, M. Besson, L. Djakovitch, P. Gallezot, C. Pinel, A. Salameh, and M. Vospernik
Development of Commercially Viable Thermomorphic Catalysts for Controlled Free Radical Polymerization, C.M. Older, S. Kristjansdottir, J.C. Ritter, W. Tam, and M.C. Grady
Rhodium Catalyzed Carbonylation of Ethylene and Methanol in the Absence of Alkyl Halides Using Ionic Liquids, J.R. Zoeller, M.K. Moore, A.J. Vetter, A. Quillen, and T. Barnette
Preparation and Characterization of Supported Amine Catalysts, B.A. Scruggs, S.L. Kilgore, S.L. Hruby, B.H. Shanks, and B.D. Chandler
One-Pot Gas Phase Synthesis of 1,2-Methylenedioxybenzene, D.F. Impalà, O. Piccolo, and A. Vaccari
The Gas-Phase Ammoxidation of n-Hexane to Unsaturated C6 Dinitriles, Intermediates for Hexamethylenediamine Synthesis, N. Ballarini, A. Battisti, A. Castelli, F. Cavani, C. Lucarelli, P. Marion, P. Righi, and C. Spadoni
TUD-1: A Generalized Mesoporous Catalyst Family for Industrial Applications, P.J. Angevine, A.M. Gaffney, Z. Shan, J.H. Koegler, and C.Y. Yeh
Bifunctional Catalysis of Alkene Isomerization and Its Applications, D.B. Grotjahn, C. Larsen, G. Erdogan, J. Gustafson, A. Sharma, and R. Nair
Investigation of Deactivation of Co-Salen Catalysts in the Hydrolytic Kinetic Resolution of Epichlorohydrin, S. Jain, X. Zheng, K. Venkatasubbaiah, C.W. Jones, M. Weck, and R.J. Davis
A Comparison of the Reaction Mechanism for the Gas-Phase Methylation of Phenol with Methanol Catalyzed by Acid and by Basic Catalysts, N. Ballarini, F. Cavani, S. Guidetti, L. Maselli, A. Montaletti, S. Passeri, and S. Rovinetti
In Situ ATR Study of Photocatalytic Dehydrogenation of Alcohols on Au and Pd Catalysts, D.D. Miller and S.S.C. Chuang
Novel Hydride Transfer Catalysis for Carbohydrate Conversions, J.E. Holladay, H.M. Brown, A.M. Appel, and Z. C Zhang
A Reasonable Parallel Screening System for Catalytic Multiphase Processes, T. Salmi, D. Murzin, Kari Eränen, P. Mäki-Arvela, J.Wärnå, N. Kumar, J. Villegas, and K. Arve
Green Acylation of Aromatic Sulfonamides in Heterogeneous Catalysis, S.M. Coman, C. Stere, J. El Haskouri, D. Beltrán, P. Amorós, and V.I. Parvulescu
Synthesis of a, ß-Unsaturated Ketones, L.M. Gonzalez, A.L. Villa, C. Montes de C., and A.B. Sorokin
Reaction Progress Kinetic Analysis: A Powerful Methodology for Streamlining Mechanistic Analysis of Complex Organic Reactions, N. Zotova, F. Valera, and D.G. Blackmond
Dinuclear Copper(II) Complexes for Regioselective Glycoside Oxidation, S. Striegler
Photocatalytic Oxidation of Alcohols on Pt/TiO2 and Nafion-Coated TiO2, F. Guzman, Z. Yu, and S.S.C. Chuang
Enhanced Catalytic Oxidation Activity of a Dinuclear Catalyst Using Water as a Co-Solvent 473, M.G. Gichinga and S. Striegler
Effect of the Oxidizing Agent and Catalyst Chirality on the Diastereoselective Epoxidation of R-(+)-Limonene, J.A. Cubillos, J. Reyes, A.L. Villa, and C. Montes de C
The Dynamic Nature of Vanadyl Pyrophosphate, Catalyst for the Selective Oxidation of n-Butane to Maleic Anhydride, N. Ballarini, F. Cavani, E. Degli Esposti, D. De Santi, S. Luciani, F. Trifirò, C. Cortelli, R. Leanza, G. Mazzoni, A. Brückner, and E. Bordes-Richard
A Five-Week Teaching Laboratory at Wabash College Introduces Students to Independent, Original Research in the Field of Asymmetric Organocatalysis, P.R. LePlae, A.C. Oehler and C.M. Ridenour
2008 Murray Raney Award Lecture: The Scientific Design of Activated Nickel Catalysts for the Chemical Industry, D.J. Ostgard
Author Index
Keyword Index
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