Handbook of Functionalized Organometallics Applications in S

XIV
Contents
14.5.9 Design Efficiency in the Synthetic Applications of Multihapto-
Complexes 616
14.6 Conclusions 617
15 Polyfunctional Zinc, Cobalt and Iron Organometallics Prepared
by Electrosynthesis 629
Jacques PØrichon and Corinne Gosmini
15.1 Introduction 629
15.2 Electrochemical Device and General Reaction Conditions 632
15.3 Electrochemical Synthesis Involving Functionalized Organo-Cobalt
or -Iron Intermediates Derivatives 633
15.3.1 Introduction 633
15.3.2 Carbon±Carbon Bond Formation Using Electrogenerated Functionalized
Organocobalt Species 635
15.3.2.1 Electrosynthesis of Dissymmetric Biaryls 635
15.3.2.2 Electrochemical Addition of Aryl Halides onto Activated Olefins 637
15.3.2.3 Electrochemical Vinylation of Aryl Halides using Vinylic Acetates 638
15.3.2.4 Cross-coupling between Aryl or Heteroaryl Halides and Allylic Acetates
or Carbonates 639
15.3.3 Carbon±Carbon Bond using Electrogenerated Functionalized
Organometallic Iron 640
15.3.3.1 Coupling of Activated Aliphatic Halides with Carbonyl Compounds 640
15.3.3.2 Electrochemical Allylation of Carbonyl Compounds by Allylic
Acetates 641
15.3.3.3 Conclusion 642
15.4 Electrosynthesis of Functionalized Aryl- or Heteroarylzinc Compounds
and their Reactivity 642
15.4.1 Introduction 642
15.4.2 Electrosynthesis of Aryl or Heteroaryl Zinc Species from the
Corresponding Halide via a Nickel Catalysis [14] 643
15.4.3 Electrosynthesis of Aryl or Heteroaryl Zinc Species from the
Corresponding Halide via a Cobalt Catalysis 645
15.4.3.1 In DMF/Pyridine or CH 3CN/Pyridine as Solvent [15] 645
15.4.3.2 In CH 3CNas Solvent 648
15.4.3.3 Conclusion 650
15.5 General Conclusion 650
Index I1