Carbonyl Compounds

Discover how carbonyl compounds bridge reactants, catalysts, and specific products

Carbonyl-containing molecules represent some of the most versatile functionalities in organic chemistry, with applications in a wide variety of areas.

In Carbonyl Compounds: Reactants, Catalysts and Products, accomplished chemists and authors Feng Shi, Hongli Wang, and Xingchao Dai deliver a comprehensive treatment of these multi-functional compounds. You'll discover how to build carbonyl molecules with traditional and non-traditional methods, how to transform carbonyl-containing molecules into fine chemicals, and how to use carbonyl-containing molecules as catalytic materials for the synthesis of fine chemicals.

The book is a comprehensive and systematic treatment of carbonyl compounds as reactants, catalysts, and products. From the use of carbon monoxide in the hydroformylation of alkenes and alkynes to the reactions via carbonyl and hydroxyl groups recycling, you'll find everything you need to know about these versatile compounds.

Readers will also benefit from the inclusion of:

• A thorough introduction to carbonyl molecules as reactants, including treatments of carbon monoxide, carbon dioxide, HCHO, HCOOH, and CO surrogates
• An exploration of carbonyl compounds as catalysts, including acid catalyzed reactions with -CO₂H and reactions via carbonyl and hydroxyl groups recycling
• A practical discussion of the synthetic applications of carbonyl compounds, including the synthesis of functional molecules and the synthesis of functional materials
• A concise treatment of future perspectives and potential research trends for carbonyl molecules

Perfect for organic, catalytic, pharmaceutical, and physical chemists, Carbonyl Compounds will also earn a place in the libraries of chemical engineers and materials scientists seeking a one-stop reference for up-to-date information about the building, transformation, and applications of carbonyl-containing molecules.

Feng Shi, PhD, is Professor at Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences (CAS). His research is focused on catalytic synthesis of N/O-containing fine chemicals.

Hongli Wang, PhD, is Associate Professor at Lanzhou Institute of Chemical Physics, CAS. His research is focused on catalytic synthesis of high value-added chemicals with C1 molecules.

Xingchao Dai, PhD, is Assistant Professor at Lanzhou Institute of Chemical Physics, CAS. His research is focused on the construction of heterogeneous catalytic systems in the high value-added utilization of renewable biomass-based molecules.

Klappentext

Discover how carbonyl compounds bridge reactants, catalysts, and specific products

Carbonyl-containing molecules represent some of the most versatile functionalities in organic chemistry, with applications in a wide variety of areas.

In Carbonyl Compounds: Reactants, Catalysts and Products, accomplished chemists and authors Feng Shi, Hongli Wang, and Xingchao Dai deliver a comprehensive treatment of these multi-functional compounds. You'll discover how to build carbonyl molecules with traditional and non-traditional methods, how to transform carbonyl-containing molecules into fine chemicals, and how to use carbonyl-containing molecules as catalytic materials for the synthesis of fine chemicals.

The book is a comprehensive and systematic treatment of carbonyl compounds as reactants, catalysts, and products. From the use of carbon monoxide in the hydroformylation of alkenes and alkynes to the reactions via carbonyl and hydroxyl groups recycling, you'll find everything you need to know about these versatile compounds.

Readers will also benefit from the inclusion of:

• A thorough introduction to carbonyl molecules as reactants, including treatments of carbon monoxide, carbon dioxide, HCHO, HCOOH, and CO surrogates
• An exploration of carbonyl compounds as catalysts, including acid catalyzed reactions with -CO₂H and reactions via carbonyl and hydroxyl groups recycling
• A practical discussion of the synthetic applications of carbonyl compounds, including the synthesis of functional molecules and the synthesis of functional materials
• A concise treatment of future perspectives and potential research trends for carbonyl molecules

Perfect for organic, catalytic, pharmaceutical, and physical chemists, Carbonyl Compounds will also earn a place in the libraries of chemical engineers and materials scientists seeking a one-stop reference for up-to-date information about the building, transformation, and applications of carbonyl-containing molecules.

Inhalt

Preface xi

Part I Carbonyl Molecules as Reactants 1

1 Carbon Monoxide 3

1.1 Hydroformylation of Alkenes and Alkynes 3

1.1.1 Co Catalysts 4

1.1.2 Rh Catalysts 5

1.1.3 Au Catalysts 7

1.1.4 Ligand-Modified Heterogeneous Catalysts 7

1.1.5 Single-Atom Catalysts 10

1.2 Hydroxy-, Alkoxy-, and Aminocarbonylation of Alkenes and Alkynes 11

1.2.1 Hydroxycarbonylation of Alkenes 11

1.2.2 Hydroxycarbonylation of Alkynes 13

1.2.3 Alkoxycarbonylation of Alkenes 14

1.2.4 Alkoxycarbonylation of Alkynes 16

1.2.5 Aminocarbonylation of Alkenes 17

1.2.6 Aminocarbonylation of Alkynes 19

1.3 The PausonKhand Reaction 20

1.3.1 The Catalytic PausonKhand Reaction 21

1.3.2 Stereoselective PausonKhand Reactions 23

1.3.3 PausonKhand Transfer Carbonylation Reactions 25

1.4 Synthesis of Acetic Acid 26

1.4.1 Process Considerations 26

1.4.2 Rhodium-Catalyzed Carbonylation 27

1.4.3 Iridium-Catalyzed Carbonylation 28

1.5 Carbonylation of CX Bonds 30

1.5.1 Hydroxy-, Alkoxy-, and Aminocarbonylations of CX Bonds 30

1.5.2 Reductive Carbonylations 34

1.5.3 Carbonylative Coupling Reactions with Organometallic Reagents 36

1.5.4 Carbonylative Sonogashira Reactions 41

1.5.5 Carbonylative CH Activation Reactions 44

1.5.6 Carbonylative Heck Reactions 46

1.6 Carbonylation of Epoxides 48

1.6.1 Ring-expansion Carbonylation of Epoxides 48

1.6.2 Hydroformylation and Silylformylation of Epoxides 50

1.6.3 Alternating Copolymerization of Epoxides 50

1.6.4 Alkoxycarbonylation and Aminocarbonylation of Epoxides 51

1.7 Carbonylation of Aldehydes 52

1.7.1 Amidocarbonylations of Aldehydes 52

1.7.2 Hydroformylation and Silylformylation of Aldehydes 54

1.7.3 Hetero PausonKhand Reactions of Aldehydes 55

1.7.4 Reactions of Aldehydes with Acylanions 55

1.7.5 Miscellaneous of Aldehydes 56

1.8 Oxidative Carbonylation Reaction 57

1.8.1 Oxidative Carbonylation of Alkenes 57

1.8.2 Oxidative Carbonylation of Alkynes 59

1.8.3 Oxidative Carbonylation of Organometallic Reagents 63

1.8.4 Oxidative Carbonylation of Arenes 65

1.8.5 Oxidative Carbonylation of Amines 67

1.9 Other Reactions 69

1.9.1 Reactions of Diazoalkanes with Carbon Monoxide 70

1.9.2 Reaction of CNO₂ with CO 73

2 Carbon Dioxide 75

2.1 Synthesis of Urea Derivatives 75

2.1.1 Metal-free Catalyst Systems 75

2.1.2 Ph₃SbO as Catalyst 75

2.1.3 Pd Catalyst Systems 76

2.1.4 Ionic Liquids as Catalyst 76

2.1.5 CeO₂ as Catalyst 77

2.2 Synthesis of Carbamate Derivatives 78

2.2.1 Ru Catalyst Systems 78

2.2.2 Sn or Ni Catalyst Systems 79

2.2.3 Zeolite as Catalyst 79

2.2.4 Other Catalyst Systems 81

2.3 Synthesis of…