Insights into Copper-Poly(pyrazolyl)methane-Catalyzed Reactions for Organic Transformations

Dedicated to Prof. Dr. Dieter Enders on the occasion of his 70^th birthday

Abstract

Copper-poly(pyrazolyl)methane complexes have been proven to be highly useful in a variety of catalytic organic transformations. A multitude of poly(pyrazolyl)methane ligands have been developed for this effort and are summarized in this work. Their tailored electronic properties and steric hindrance are easily modified, demonstrating their diversity and high potential as spectator ligands for copper catalysis. The listed examples of organic reactions range from cycloadditions to nitrene transfer and bioinorganic monooxygenase chemistry.

1 Introduction

2 Cycloadditions of Azides and Alkynes

3 Copper-Mediated Nitrene and Carbene Transfer

4 C_sp–C_sp2, C–N and C–S Cross-Coupling Reactions

5 Copper–Tpm-Catalyzed Aldol Reactions

6 A Bpm Ligand for the Polymerization of Methyl Methacrylate

7 Copper-Catalyzed Oxidations

8 Concluding Remarks

Key words

copper - N ligands - pyrazole - oxidation - cycloaddition - cross-coupling - polymerization - aldol

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