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Table of Contents
Intro
Preface
Contents
C-C Cross Couplings with Chromium Catalysis
1 Introduction
2 Cr-Catalyzed Cross Couplings of C-O Bonds to Form C-C Bonds
2.1 Cr-Catalyzed Kumada Coupling of C-O Bonds
2.2 Cr-Catalyzed Cross-Electrophile-Coupling of C-O Bonds
3 Cr-Catalyzed Cross Couplings of C-N Bonds to Form C-C Bonds
3.1 Cr-Catalyzed Kumada Coupling of C-N Bonds
3.2 Cr-Catalyzed Cross-Electrophile-Coupling of C-N Bonds
4 Cr-Catalyzed Cross Couplings of C-Halide, C-S and C-P Bonds to Form C-C Bonds
5 Conclusions
References
Mn-Catalyzed C-C Coupling Reactions
1 Introduction
2 C-H Activation
2.1 Addition to Polar Bonds
2.2 Addition to Nonpolar Bonds
2.3 Addition to Mn=C Bond
2.4 Substitutive C-H Activation
3 Hydrocarbofunctionalization of Unsaturated C-C Bond Without C-H Activation
4 Conclusion
References
Iron-Catalyzed Carbon-Carbon Coupling Reaction
1 Introduction
2 Fe-Catalyzed Coupling Reaction of Electrophilic Reagents and Nucleophilic Reagents
2.1 Fe-Catalyzed C(sp2)C(sp3) Coupling Reaction
2.1.1 Fe-Catalyzed C(sp2)X-C(sp3)M Coupling
2.1.2 Fe-Catalyzed C(sp3)X-C(sp2)M Coupling
2.2 Fe-Catalyzed C(sp2)-C(sp2) Coupling
2.3 Fe-Catalyzed C(sp3)-C(sp3) Coupling
2.4 Fe-Catalyzed C(sp3)-C(sp) Coupling
3 Fe-Catalyzed C-H Direct Coupling
3.1 Fe-Catalyzed C-H Direct Coupling-C(sp3)-C(sp2) Coupling
3.2 Fe-Catalyzed C-H Direct Coupling-C(sp2)-C(sp2) Coupling
3.3 Fe-Catalyzed C-H Direct Coupling-C(sp2)-C(sp) Coupling
4 Fe-Catalyzed Oxidative/Reductive Coupling
4.1 Fe-Catalyzed Oxidative Coupling
4.2 Fe-Catalyzed Reductive Coupling
5 Summary and Outlook
References
Cobalt-Catalyzed C-C Coupling Reactions with Csp3 Electrophiles
1 Introduction
2 Cobalt-Catalyzed C-Csp3 Coupling Reactions Using Organometallic Reagents
2.1 Cobalt-Catalyzed C-Csp3 Coupling Reactions with Organomagnesium Reagents
2.2 Cobalt-Catalyzed C-Csp3 Coupling Reactions with Organozinc Reagents
2.3 Cobalt-Catalyzed C-Csp3 Coupling Reactions with Mn-, Al-, and B-Based Reagents
3 Cobalt-Catalyzed Reductive C-Csp3 Coupling Reactions Between Two Electrophiles
4 Cobalt-Catalyzed C-Csp3 Coupling Reactions via C-H Activations
5 Conclusions
References
Co-catalyzed C-C Coupling Reactions with Csp2 Electrophiles
1 Introduction
2 Csp2 Electrophile with Grignard Regents
2.1 Csp2-Csp2 Bonds Formation
2.2 Csp2-Csp3 Bonds Formation
3 Csp2 Electrophile with Organozinc Reagents
3.1 Csp2-Csp3 Bonds Formation
3.2 Csp2-Csp Bonds Formation
4 Csp2 Electrophile with Other Organometallic Reagents
5 Co-catalyzed Reductive Cross-Coupling Involving Csp2 Electrophiles
5.1 Csp2-Csp3 Bonds Formation
5.2 Formation of Csp2-Csp2 Bonds
5.2.1 Formation of Ar-Vinyl Derivatives
5.2.2 Formation of Ar-(Het)Ar Derivatives
6 Conclusion
References
Recent Advances in Nickel-Catalyzed C-C Cross-Coupling
Preface
Contents
C-C Cross Couplings with Chromium Catalysis
1 Introduction
2 Cr-Catalyzed Cross Couplings of C-O Bonds to Form C-C Bonds
2.1 Cr-Catalyzed Kumada Coupling of C-O Bonds
2.2 Cr-Catalyzed Cross-Electrophile-Coupling of C-O Bonds
3 Cr-Catalyzed Cross Couplings of C-N Bonds to Form C-C Bonds
3.1 Cr-Catalyzed Kumada Coupling of C-N Bonds
3.2 Cr-Catalyzed Cross-Electrophile-Coupling of C-N Bonds
4 Cr-Catalyzed Cross Couplings of C-Halide, C-S and C-P Bonds to Form C-C Bonds
5 Conclusions
References
Mn-Catalyzed C-C Coupling Reactions
1 Introduction
2 C-H Activation
2.1 Addition to Polar Bonds
2.2 Addition to Nonpolar Bonds
2.3 Addition to Mn=C Bond
2.4 Substitutive C-H Activation
3 Hydrocarbofunctionalization of Unsaturated C-C Bond Without C-H Activation
4 Conclusion
References
Iron-Catalyzed Carbon-Carbon Coupling Reaction
1 Introduction
2 Fe-Catalyzed Coupling Reaction of Electrophilic Reagents and Nucleophilic Reagents
2.1 Fe-Catalyzed C(sp2)C(sp3) Coupling Reaction
2.1.1 Fe-Catalyzed C(sp2)X-C(sp3)M Coupling
2.1.2 Fe-Catalyzed C(sp3)X-C(sp2)M Coupling
2.2 Fe-Catalyzed C(sp2)-C(sp2) Coupling
2.3 Fe-Catalyzed C(sp3)-C(sp3) Coupling
2.4 Fe-Catalyzed C(sp3)-C(sp) Coupling
3 Fe-Catalyzed C-H Direct Coupling
3.1 Fe-Catalyzed C-H Direct Coupling-C(sp3)-C(sp2) Coupling
3.2 Fe-Catalyzed C-H Direct Coupling-C(sp2)-C(sp2) Coupling
3.3 Fe-Catalyzed C-H Direct Coupling-C(sp2)-C(sp) Coupling
4 Fe-Catalyzed Oxidative/Reductive Coupling
4.1 Fe-Catalyzed Oxidative Coupling
4.2 Fe-Catalyzed Reductive Coupling
5 Summary and Outlook
References
Cobalt-Catalyzed C-C Coupling Reactions with Csp3 Electrophiles
1 Introduction
2 Cobalt-Catalyzed C-Csp3 Coupling Reactions Using Organometallic Reagents
2.1 Cobalt-Catalyzed C-Csp3 Coupling Reactions with Organomagnesium Reagents
2.2 Cobalt-Catalyzed C-Csp3 Coupling Reactions with Organozinc Reagents
2.3 Cobalt-Catalyzed C-Csp3 Coupling Reactions with Mn-, Al-, and B-Based Reagents
3 Cobalt-Catalyzed Reductive C-Csp3 Coupling Reactions Between Two Electrophiles
4 Cobalt-Catalyzed C-Csp3 Coupling Reactions via C-H Activations
5 Conclusions
References
Co-catalyzed C-C Coupling Reactions with Csp2 Electrophiles
1 Introduction
2 Csp2 Electrophile with Grignard Regents
2.1 Csp2-Csp2 Bonds Formation
2.2 Csp2-Csp3 Bonds Formation
3 Csp2 Electrophile with Organozinc Reagents
3.1 Csp2-Csp3 Bonds Formation
3.2 Csp2-Csp Bonds Formation
4 Csp2 Electrophile with Other Organometallic Reagents
5 Co-catalyzed Reductive Cross-Coupling Involving Csp2 Electrophiles
5.1 Csp2-Csp3 Bonds Formation
5.2 Formation of Csp2-Csp2 Bonds
5.2.1 Formation of Ar-Vinyl Derivatives
5.2.2 Formation of Ar-(Het)Ar Derivatives
6 Conclusion
References
Recent Advances in Nickel-Catalyzed C-C Cross-Coupling