Innovative Catalysis in Organic Synthesis - Oxidation, Hydrogenation, and C-X Bond Forming Reactions

C-H, C-O, C-C, and C-Heteroatom bond forming processes by using metal-ligand approaches for the synthesis of organic compounds ofbiological, pharmacological and organic nanotechnological utility are the key areas addressed in this book. Authored by a European teamof leaders in the field, it brings together innovative approaches for a variety of catalysis reactions and processes frequently applied in organicsynthesis into a handy reference work. It covers all major types of catalysis, including homogeneous, heterogeneous, and organocatalysis, aswell as mechanistic and computational studies. Special attention is paid to the improvements in efficiency and sustainability of importantcatalytic processes, such as selective oxidations, hydrogenation, and cross-coupling reactions, and to their utilization in industry.The result is a valuable resource for advanced researchers in both academia and industry, as well as graduate students in organic chemistryaiming for chemo-, regio- or stereoselective synthesis of organic compounds by using novel catalytic systems.

Sommario

FOREWORD PART I: Oxidation Reactions POLYOXOMETALATES AS HOMOGENEOUS OXIDATION CATALYSTS Soluble Metal Oxides as Oxidation Catalysts Homogeneous Oxidations with POMs Based Only on Mo(VI), W(VI), V(V) Addenda Ions Homogeneous Oxidations with TMS-POMs Conclusions BIOINSPIRED OXIDATIONS CATALYZED BY NONHEME IRON AND MANGANESE COMPLEXES Introduction Catalytic Oxidation of C = C Bonds by Nonheme Iron and Manganese ComplexesCatalytic Oxidation of C - H Bonds by Nonheme Iron and Manganese ComplexesTHE FABULOUS DESTINY OF SULFENIC ACIDSIntroductionSynthesis of Stable Sulfenic AcidsGeneration of Transient Sulfenic AcidsReactivity of Sulfenic Acids in the Preparation of Sulfoxides and Unsymmetrical DisulfidesSynthesis of Stable Sulfenate AnionsGeneration of Transient Sulfenate Anions Leading to SulfoxidesConclusionsSUSTAINABLE CATALYTIC OXIDATIONS WITH PEROXIDES Introduction Metal-Based Selective Oxidations Biocatalytic Oxidations with Hydrogen PeroxideConclusions PART II: Hydrogenation and Reduction Reactions ASYMMETRIC HYDROGENATION OF DEHYDROAMINO ACID DERIVATIVES BY RH-CATALYSTS WITH CHIRAL MONODENTATE P-LIGANDS Introduction Chiral Monodentate Phosphorus Ligands in Asymmetric Hydrogenation Catalyst Precursors Mechanistic Insights Formation of the MAC Adducts Evolution of MAC-Adducts and Origin of Enantioselection RECENT ADVANCES IN THE SYNTHESIS AND CATALYTIC HYDROGENATION OF DEHYDROAMINO ACID DERIVATIVES AND BICYCLO[2.2.2]OCTENES Introduction Synthesis of DDAA Derivatives and Bicyclo[2.2.2]octenes Ligands Homogeneous Hydrogenation and Hydrogenolysis Reactions with Dehydroamino Acid Derivatives and Bicyclo[2.2.2]oct-7-enes over Nanocolloids-Modified Catalysts Heterogeneous Catalysts for Hydrogenolysis of Bicyclo[2.2.2]oct-7-enes Layered-Double Hydroxides as a Support for Rh(TPPTS)3 and Rh-(m-TPPTC)3 Homogeneous Catalysts Conclusions IR-CATALYZED HYDROGENATION OF MINIMALLY FUNCTIONALIZED OLEFINS USING PHOSPHITE - NITROGEN LIGANDS Introduction Application of Phosphite - Nitrogen Ligands Conclusions MODELING IN HOMOGENEOUS CATALYSIS: A TUTORIAL Introduction Molecular Modeling Wave Function Theory, WFT Density Functional Theory, DFT Orbitals Basis Sets Solvation Analyzing the Reaction Energies Analyzing the Electronic Structure PART III: C - C and C - Hetero bond-Forming Reactions GOLDEN TIMES FOR ALLENES Introduction Cyclization of Hydroxyallenes Cyclization of Aminoallenes Cyclization of Thioallenes Conclusion COPPER CATALYSIS IN ARENE AND HETEROARENE FUNCTIONALIZATION THROUGHC - H BOND ACTIVATION Introduction C - C Bond-Forming Reactions C - N Bond-Forming Reactions C - O Bond-Forming ReactionsC - Halogen Bond-Forming Reactions LIGATED ORGANOCUPRATES: AN A - Z ROUTEMAP OF MECHANISM AND APPLICATIONIntroduction Accepted Mechanistic ProposalsSelective Applications in Privileged Copper(I) Catalysis RH-, AG-, AND CU-CATALYZED C - N BOND FORMATION Introduction Historical Background Copper- and Silver-Catalyzed C - N Bond Formation Rhodium-Catalyzed C - N Bond Formation Conclusions DEVELOPMENT OF THE ASYMMETRIC NOZAKI - HIYAMA - KISHI REACTION Introduction Development of a Catalytic Nozaki - Hiyama - Kishi Reaction Catalytic Enantioselective Nozaki - Hiyama - Kishi Reaction Application of Salen-Derived Ligands in the Enantioselective Nozaki - Hiyama - Kishi Reaction Application of Oxazoline-Containing Ligands in the Catalytic Enantioselective Nozaki - Hiyama - Kishi Reaction Application of Tethered Bis(8-quinolinato) Chromium Complexes in the Catalytic Enantioselective Nozaki - Hiyama - Kishi Application of Chiral Spirocyclic Borate Ligands to the Catalytic Enantioselective Nozaki - Hiyama - Kishi Allylation Applications of Catalytic Nozaki - Hiyama - Kishi Reaction in Total Synthesis Conclusions CHIRAL IMIDATE LIGANDS: SYNTHESIS AND APPLICATIONS IN ASYMMETRIC CATALYSIS Introduction Cyclic Imidates Synthesis of Imidates Synthesis of Imidate Ligands Synthesis of Imidate - Copper (I) Complexes Application of Chiral Imidate Ligands in Enantioselective Catalysis Novel Synthetic Applications of Cyclic Imidates Conclusions CATALYZED ORGANIC REACTIONS IN BALL MILLS Introduction Acid- or Base-Catalyzed Reactions Organocatalytic MethodsMetal-Catalyzed Reactions Conclusion and Perspective

Info autore

Pher G. Andersson holds a chair at the Department of Biochemistry and Organic Chemistry at Uppsala University, Sweden. He received his Ph.D. in 1991 and became Docent at Uppsala University in 1994 and Professor in 1997. Among his many awards are the Bjurzons award (1992), the Oscar award (1995), the Junior Individual Grant for outstanding young researchers (1997), and the Astra Zeneca Research Award in Organic Chemistry (2004).§He was the Chairman of the management committee for COST D24 program "Sustainable Chemical Processes: Stereoselective Transition Metal-Catalysed Reactions" lasting 2001-2006 and Coordinator for the "Excellent Nordic Chemistry Network". Pher Andersson has authored more than 100 publications. His research interests cover selective synthesis, asymmetric catalysis and sustainable chemistry.

Riassunto

C-H, C-O, C-C, and C-Heteroatom bond forming processes by using metal-ligand approaches for the synthesis of organic compounds of
biological, pharmacological and organic nanotechnological utility are the key areas addressed in this book. Authored by a European team
of leaders in the field, it brings together innovative approaches for a variety of catalysis reactions and processes frequently applied in organic
synthesis into a handy reference work. It covers all major types of catalysis, including homogeneous, heterogeneous, and organocatalysis, as
well as mechanistic and computational studies. Special attention is paid to the improvements in efficiency and sustainability of important
catalytic processes, such as selective oxidations, hydrogenation, and cross-coupling reactions, and to their utilization in industry.

The result is a valuable resource for advanced researchers in both academia and industry, as well as graduate students in organic chemistry
aiming for chemo-, regio- or stereoselective synthesis of organic compounds by using novel catalytic systems.

Dettagli sul prodotto

• Autori: Pher G. Andersson
• Con la collaborazione di: Pher Andersson (Editore), Pher G. Andersson (Editore), Phe G Andersson (Editore), Pher G Andersson (Editore)
• Editore: Wiley-VCH
• Lingue: Inglese
• Formato: Copertina rigida
• Pubblicazione: 01.04.2012
• EAN: 9783527330973
• ISBN: 978-3-527-33097-3
• Pagine: 356
• Dimensioni: 176 mm x 241 mm x 21 mm
• Peso: 864 g
• Illustrazioni: 53 SW-Abb., 2 Farbabb., 44 Tabellen
• Categorie: Scienze naturali, medicina, informatica, tecnica > Chimica > Chimica organica; Chemie, Katalyse, chemistry, Catalysis, Organische Synthese, Methods - Synthesis & Techniques, Organische Chemie / Methoden, Synthesen, Verfahren, Coordination Chemistry, Koordinationschemie