Dehydrogenation Reactions with 3d Metals

Cover
Topics in Organometallic Chemistry : Volume 73
Dehydrogenation Reactions with 3d Metals
Copyright
Preface
Contents
Dehydrogenation of Alcohols Using Transition Metal Catalysts: History and Applications
	Contents
	1. Introduction
	2. Production of Hydrogen from Alcohols
	3. Formation of Carbonyl Derivatives: Oxidation Without Oxidant
		3.1 Acceptorless Dehydrogenation of Alcohols
		3.2 Alcohol Transfer Dehydrogenation: Oppenauer-Type Oxidation
	4. Transfer Hydrogenation
	5. Acceptorless Dehydrogenative Coupling: Formation of Unsaturated Products
		5.1 Formation of Imines from Primary Amines and Alcohols
		5.2 Formation of Alkenes from Alcohols and Carbonucleophiles
		5.3 Formation of Acetals from Alcohols
		5.4 Formation of Carboxylic Esters and Acids
		5.5 Formation of Amides via Acceptorless Dehydrogenative Coupling
	6. Reactions Proceeding with H-Auto-Transfer (or Borrowing) Processes
	7. Conclusion
	References
3d-Metal Catalyzed C-C Bond Formation Through α-Alkylation of Ketones
	Contents
	1. Introduction
	2. α-C-Alkylation of Ketones Catalyzed by Bases
	3. α-C-Alkylation of Ketones Catalyzed by Iron
		3.1 Activation of Primary Alcohols
		3.2 Activation of Secondary Alcohols
		3.3 Activation of Methanol
	4. α-C-Alkylation of Ketones Catalyzed by Manganese
		4.1 Activation of Primary Alcohols
		4.2 Activation of Secondary Alcohols
		4.3 Activation of Methanol
	5. α-C-Alkylation of Ketones Catalyzed by Cobalt
		5.1 Activation of Primary Alcohols
		5.2 Activation of Secondary Alcohols
		5.3 Activation of Methanol
	6. α-C-Alkylation of Ketones Catalyzed by Nickel
		6.1 Activation of Primary Alcohols
		6.2 Activation of Secondary Alcohols
		6.3 Activation of Methanol
	7. α-C-Alkylation of Ketones Catalyzed by Copper
		7.1 Activation of Primary Alcohols
	8. Conclusion
	References
3d-Metal Catalyzed C-C Bond Formation Through α-Alkylation of Ester, Amide, and Nitriles with Alcohol via Dehydrogenative Coup...
	Contents
	1. Introduction
	2. α-Alkylation of Amides and Thioamides
		2.1 Mn-Catalyzed C-Alkylation of Amides
		2.2 Fe-Catalyzed C-Alkylation of Amide
		2.3 Co-Catalyzed C-Alkylation of Amide
		2.4 Ni-Catalyzed C-Alkylation of Amide
	3. α-Alkylation of Ester
		3.1 Mn-Catalyzed α-Alkylation of Ester
		3.2 Co-Catalyzed α-Alkylation of Ester
		3.3 Ni-Catalyzed α-Alkylation of Ester
	4. α-Alkylation of Nitriles
		4.1 Mn-Catalyzed α-Alkylation of Nitrile
		4.2 Fe-Catalyzed α-Alkylation of Nitrile
		4.3 Co-Catalyzed α-Alkylation of Nitrile
		4.4 Ni-Catalyzed α-Alkylation of Nitrile
	5. Mn-Catalyzed α-Alkylation of Nitrile with Allyl Alcohols
	6. α-Olefination of Nitriles with Alcohols
	7. Conclusion
	References
Current State-of-Art in the Guerbet-Type β-Alkylation of Secondary Alcohols with Primary Alcohols Catalyzed by Complexes Based...
	Contents
	1. Introduction
		1.1 β-Alkylation of Secondary Alcohols with Primary Alcohols Catalyzed by Noble Metal Complexes
	2. 3d-Metal Catalyzed C-Alkylation
		2.1 Chromium-Catalyzed C-Alkylation
		2.2 Manganese-Catalyzed C-Alkylation
		2.3 Iron-Catalyzed C-Alkylation
		2.4 Cobalt-Catalyzed C-Alkylation
		2.5 Nickel-Catalyzed C-Alkylation
		2.6 Copper-Catalyzed C-Alkylation
	3. Conclusion
	References
Tandem Multicomponent Reactions for Diverse Heterocycles Synthesis Under 3d-Transition Metal Catalysis
	Contents
	1. Introduction
	2. Manganese
	3. Iron
	4. Cobalt
	5. Nickel
	6. Copper
	7. Zinc
	8. Summary
	References
Catalytic Methylation Using Methanol as C1 Source
	Contents
	1. Introduction
		1.1 Catalyst Development
	2. N-Methylation
		2.1 Methylation of Aromatic Amines
		2.2 Reductive Methylation of Nitrobenzene Derivatives
		2.3 Methylation of Sulfonamides
		2.4 Methylation Aliphatic Amines
	3. C-Methylation
		3.1 α-Methylation of Ketones
		3.2 α-Methylation of Oxindoles
		3.3 Tandem Isomerization α-Methylation of Allylic Alcohols
		3.4 Tandem Hydrogenation α-Methylation of α,β-Unsaturated Ketones
		3.5 β-Methylation of 2-Arylethanol
		3.6 β-Methylation of Alcohols
		3.7 α-Methylation of Nitriles
		3.8 Methylation of N-Heterocycles
	4. C- and Heteroatom Methylation
		4.1 Aminomethylation of Activated Aromatic Compounds
		4.2 α-Aminomethylation of Ketones
		4.3 α-Methoxymethylation of Ketones
	5. Two Carbon Methylation
	6. Conclusion and Outlook
	References
Recent Advancement of 3d Metal-Catalyzed Ethanol Upgradation via the Guerbet Reaction
	Contents
	Abbreviations
	1. Introduction
		1.1 Biofuels and Ethanol
		1.2 Butanol as the Advanced Biofuel
		1.3 Butanol Formation via the Guerbet Coupling
	2. Base-Metal Catalyzed Ethanol Upgradation via the Guerbet Reaction
		2.1 3d Metal-Based Heterogeneous Catalysts for Ethanol Upgradation
		2.2 3d Metal-Based Homogeneous Catalysts for Ethanol Upgradation
	3. Conclusions
	References
Reformation of Alcohols to Esters, Acids, Amides, Ureas, Polyureas and Polyethyleneimine by 3d-Metal Catalysts
	Contents
	1. Introduction
	2. Ester Synthesis from the Transformation of Alcohols
	3. Amide Synthesis from the Dehydrogenative Coupling of Alcohols and Amines
	4. Acid Synthesis from the Transformation of Alcohols
	5. Urea Derivatives from Dehydrogenative Coupling of Methanol and Amines
	6. Polyurea Synthesis from Dehydrogenative Coupling of Methanol and Diamines
	7. Polyethyleneimine Derivatives from the Coupling of Ethylene Glycol and Ethylenediamine
	8. Summary and Outlook
	References
A Mechanistic Analysis of Dehydrogenation Reactions with First-Row Transition Metal Complexes
	Contents
	1. Introduction
		1.1 3d Metal-Based Dehydrogenation Reactions: A General Overview
		1.2 Scope of This Chapter
		1.3 Substrate Interaction with Catalyst in Dehydrogenation Reactions
		1.4 Cooperative Effects in 3d Transition Metals
	2. Case Studies on the Mechanism of Manganese-Catalyzed Dehydrogenation Reactions
		2.1 Bifunctional Manganese(I) Complexes
		2.2 Manganese(II/III) Complexes
	3. Case Studies on the Mechanism of Iron-Catalyzed Dehydrogenation Reactions
		3.1 Bifunctional Iron(II) Complexes
		3.2 Bifunctional Iron(0) Complexes
	4. Case Studies on the Mechanism of Cobalt-Catalyzed Dehydrogenation Reactions
		4.1 Bifunctional Cobalt(II/III) Complexes
	5. Case Studies on the Mechanism of Nickel-Catalyzed Dehydrogenation Reactions
		5.1 Bifunctional Nickel(II) Complexes
		5.2 Low Valent Nickel(0/I) Complexes
	6. Miscellaneous Case Studies
	7. Summary and Outlooks
	References