Heterogeneous Catalysis and Fine Chemicals II -

Heterogeneous Catalysis and Fine Chemicals II (eBook)

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1991 | 1. Auflage
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The recession in the traditional heavy industries along with the development of advanced technologies in all the industrial countries has meant that the impact of heterogeneous catalysis in the synthesis of fine chemicals is becoming increasingly noticeable. The second International Symposium on Heterogeneous Catalysis and Fine Chemicals is to be seen in this perspective. Organised by the Laboratory of Catalysis in Organic Chemistry of the University of Poitiers within the framework of the International Symposia of the `Centre National de la Recherche Scientifique' (CNRS), the symposium provided an opportunity for contact between academic researchers and manufacturers, users (or potential users) of solid catalysts for fine chemical synthesis. The book gives an overall view of the problems encountered by academic and industrial researchers. A large variety of reactions are described, the emphasis being on selectivity: chemo-, regio-, stereoselectivity (even enantioselectivity) and on the change of these selectivities as a function of the characteristics of the surface sites (nature, distribution, etc.).


The three themes of the symposium, hydrogenation, oxidation and acid-base catalysis were introduced in four plenary lectures and two invited communications, maintaining a balance between the industrial and the academic points of view. Some 60 research papers selected by the Scientific Committee were presented. All are reproduced in full in this proceedings volume.


The recession in the traditional heavy industries along with the development of advanced technologies in all the industrial countries has meant that the impact of heterogeneous catalysis in the synthesis of fine chemicals is becoming increasingly noticeable. The second International Symposium on Heterogeneous Catalysis and Fine Chemicals is to be seen in this perspective. Organised by the Laboratory of Catalysis in Organic Chemistry of the University of Poitiers within the framework of the International Symposia of the `Centre National de la Recherche Scientifique' (CNRS), the symposium provided an opportunity for contact between academic researchers and manufacturers, users (or potential users) of solid catalysts for fine chemical synthesis. The book gives an overall view of the problems encountered by academic and industrial researchers. A large variety of reactions are described, the emphasis being on selectivity: chemo-, regio-, stereoselectivity (even enantioselectivity) and on the change of these selectivities as a function of the characteristics of the surface sites (nature, distribution, etc.).The three themes of the symposium, hydrogenation, oxidation and acid-base catalysis were introduced in four plenary lectures and two invited communications, maintaining a balance between the industrial and the academic points of view. Some 60 research papers selected by the Scientific Committee were presented. All are reproduced in full in this proceedings volume.

Front Cover 1
Heterogeneous Catalysis and Fine Chemicals II 4
Copyright Page 5
Contents 6
Foreword 14
Preface 16
Scientific Committee 18
Organizing Committee 18
Financial Support 19
PART 1: PLENARY LECTURES AND INVITED PAPERS 20
Chapter 1. Gas-liquid-solid reactors for hydrogenation in fine chemicals synthesis 20
Chapter 2. Structure-reactivity in the hydrogenation of alkenes. Comparisons with reductions by diimide and the formation of a Ni(O) complex 40
Chapter 3. Heterogeneous catalytic oxidation and fine chemicals 52
Chapter 4. Solids for catalysis and control in organic synthesis 74
Chapter 5. Enantioselective catalysis by chiral solids : approaches and results 92
Chapter 6. Catalysis with immobilized enzymes : hydrolysis and esterification by Rhizopus arrhizus 112
PART 2: RESEARCH PAPERS 124
SECTION I. HYDROGENATION AND RELATED REACTIONS 124
Chapter 7. Hydrogenation of benzaldehyde to benzyl alcohol in a slurry and fixed-bed reactor 124
Chapter 8. Structure and catalytic properties in hydrogenation of valeronitrile of Raney nickel prepared from Cr and Mo doped Ni2Al3 alloys 132
Chapter 9. Selective preparation of chloroanilines from chloronitrobenzenes over sulfided hydrotreating catalysts 140
Chapter 10. The applicability of dispersed metals as catalysts for organometallic reactions 148
Chapter 11. Surface organometallic chemistry on metals : selective hydrogenation of citral into geraniol and nerol on tin modified silica supported rhodium 156
Chapter 12. Selective hydrogenation of unsaturated aldehydes over zeolite-supported metals 164
Chapter 13. The mechanism of hydrogenolysis and isomerization of oxacycloalkanes on metals. X. Nature of the active sites in the regioselective hydrogenation of oxiranes 172
Chapter 14. Chemo-, regio and stereoselectivity in steroid hydrogenation with Cu/Al2O3. Intra- and intermolecular hydrogen transfer reactions 180
Chapter 15. Selective hydrogenation of aromatic and aliphatic nitro compounds by hydrogen transfer over MgO 188
Chapter 16. Mass tranfer considerations for the enantioselective hydrogenation of a-keto esters catalyzed by cinchona modified Pt/Al2O3 196
Chapter 17. Selective carvone hydrogenation on Rh Supported catalysts 204
Chapter 18. Selective hydrogenation of citral in the liquid phase over unsupported nickel-molybdenum catalysts Ni 1-x Mox 212
Chapter 19. Sulfur removal from terpenes by hydrodesulfurization on carbon-supported catalysts 220
Chapter 20. Studies on the catalytic hydrogenation of resin acids derivatives: synthesis of a benzoxazol 228
Chapter 21. The isomerisation of lactose to lactulose catalysed by alkaline ion-exchangers 234
Chapter 22. Furanic derivatives synthesis from polyols by heterogeneous catalysis over metals 242
Chapter 23. Activity and stability of promoted Raney-nickel catalysts in glucose hydrogenation 250
Chapter 24. Transformation of sugar into glycols on a 5% Ru/C catalyst 256
Chapter 25. Selective hydrogenation of acetophenone on unpromoted Raney nickel : influence of the reaction conditions 264
Chapter 26. Chemoselective reduction of enones to allylic alcohols 272
Chapter 27. Comparison of homogeneous and heterogeneous palladium catalysts in the carbonylation of allyl ethers 282
Chapter 28. Liquid-phase selective hydrogenation of 1,4-butynediol on supported Ni and Ni-Cu catalysts 288
Chapter 29. Catalytic properties of transition metal sulphides for the dehydrogenation of sulphur containing molecules 296
Chapter 30. Reactions of unsaturated ethers on a copper-chromium catalyst 306
Chapter 31. Hydrogenation of methyl-3 butenal on polycrystalline platinum 314
Chapter 32. Surface chemistry and catalysis with organic nitro compounds. Looking for the key to higher selectivities 324
Chapter 33. Preparation of orthophenylenediamine from 4-chloro-2-nitroaniline 332
Chapter 34. Chemoselective hydrogenation of aromatic chloronitro compounds with amidine modified nickel catalysts 340
Chapter 35. Intermediates formation in the catalytic hydrogenation of nitriles 348
Chapter 36. Reductive amination of acetone on tin modified skeletal nickel catalysts 354
Chapter 37. Synthesis of dimethylalkylamines from acids and esters over promoted copper catalysts 362
Chapter 38. Tertiary amine preparation by reductive alkylation of aliphatic secondary amines with ketones 370
Chapter 39. Effect of promoters on Pt/SiO2 catalysts for the N-alkylation of sterically hindered anilines in the vapor phase 378
Chapter 40. Polyfunctionality of Zn-Cr-O (Pd) catalyst for the synthesis of pyrazines from diamines and glycols 386
SECTION II. OXIDATIONS 396
Chapter 41. From surfaces to discrete molecules as catalysts for alkene epoxidation 396
Chapter 42. On the oxygen tolerance of noble metal catalysts in liquid phase alcohol oxidations . The influence of the support on catalyst deactivation 404
Chapter 43. Iron-phthallocyanines encaged in zeolite Y and VPI-5 molecular sieve as catalysts for the oxyfunctionalization of n-alkanes 414
Chapter 44. Mild oxidation of cyclic C6-Clo hydrocarbons in liquid phase at room temperature by heterogeneous photocatalysis 424
Chapter 45. Oxidative dehydrogenation of 3-hydroxy-4-methyl-4-penten-2-one to 4-methyl-4-penten-2,3-dione over CuO-based catalysts 432
Chapter 46. Partial oxidation of toluene to benzaldehyde 442
Chapter 47. New polydentate Mo(VI)-grafted poly (amido amine) resins as heterogeneous epoxidation catalysts 450
Chapter 48. Selective oxidation of methyl ethyl ketone to diacetyl over vanadium phosphorus oxide catalysts 456
Chapter 49. (Heterogeneous) photocatalytic oxidation of toluene using pure and iron-doped titania catalysts 464
Chapter 50. Synthesis of nitriles by reaction of p-xylene with NO over Cr2O3-Al2O3 catalysts 474
Chapter 51. Selective electrocatalytic oxidation of glyoxal in aqueous medium 482
SECTION III. ACID-BASE CATALYSIS 490
Chapter 52. Nitric acid associated with inorganic solids : a versatile reagent and catalyst in the chemistry of aromatics 490
Chapter 53. Dehydration of carboxamides to nitriles using sulphated zirconia catalyst 498
Chapter 54. Saturated and unsaturated ketones manufactured by heterogeneous catalysis 506
Chapter 55. Condensation of methyl N-phenyl carbamate with solid acid catalysts 514
Chapter 56. Zeolites as base catalysts. Preparation of calcium antagonists intermediates by condensation of benzaldehyde with ethyl acetoacetate 522
Chapter 57. Mechanism of phenylacetate transformation on zeolites 532
Chapter 58. Orthoselective alkylation of 2-ethyl aniline with methanol on ferric oxide catalysts 542
Chapter 59. Rearrangement of cyclohexanone oxime to caprolactam over solid acid catalysts 550
Chapter 60. Beckmann rearrangement reactions on acidic solids 558
Chapter 61. Selective ring-opening of isomeric 2-methyl-3-phenyloxiranes on oxide catalysts 568
Chapter 62. Mono and tridirectional 12-membered ring zeolites as acid catalysts for carbonyl group reactions 576
Chapter 63. Triple bond hydration using zeolites as catalysts 584
Chapter 64. Rearrangement of epoxides using modified zeolites 592
Chapter 65. The gas phase isomerization of substituted halobenzenes on zeolites 600
Chapter 66. Kaolin promoted Wittig olefination and aromatic nitration 608
Author Index 616
Subject Index 620
Studies in Surface Science and Catalysis (other volumes in the series) 624

Erscheint lt. Verlag 19.4.1991
Sprache englisch
Themenwelt Naturwissenschaften Chemie Organische Chemie
Naturwissenschaften Chemie Physikalische Chemie
Naturwissenschaften Chemie Technische Chemie
Naturwissenschaften Physik / Astronomie Atom- / Kern- / Molekularphysik
Technik Umwelttechnik / Biotechnologie
ISBN-10 0-08-088709-0 / 0080887090
ISBN-13 978-0-08-088709-8 / 9780080887098
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