Progresses of 1,10-Phenanthroline Type Ligands in Fe/Co/Ni Catalysis
Huina Zou , Shoufei Zhu
Progress in Chemistry ›› 2020, Vol. 32 ›› Issue (11) : 1766 -1803.
1,10-Phenanthroline and its derivatives, classic bidentate N-donor ligands, can form stable complexes with a variety of transition metals and have been widely used as catalysts in various organic reactions. Ferritic elements(iron, cobalt, nickel) have the advantages of high natural abundance, low cost, low toxicity and unique catalytic performance. The complexes of 1,10-phenanthroline type ligands and ferritic elements are ideal alternative catalysts. In recent years, 1,10-phenanthroline type ligands have been widely used in Fe/Co/Ni-catalyzed organic reactions,especially in cross-coupling reactions, addition reactions,and redox reactions,showing unique ligand effects. More and more studies revealed that the rigid aromatic structure of 1,10-phenanthroline plays an important role in improving the stability of the catalyst, and the substituents of 1,10-phenanthroline have a significant impact on the activity and selectivity of corresponding catalyst. More interestingly, a few recent studies disclosed that 1,10-phenanthroline ligands might change the spin state and three-dimensional electronic structure of the Fe/Co/Ni catalysts, which accounts for their unique reactivity as well as selectivity.Although with the above-mentioned progresses, there are still several important challenges in this field, including the poor structural diversity of 1,10-phenanthroline type ligands and poor understanding of the electron effect of 1,10-phenanthroline ligands to corresponding metal catalysts.In this review, we summarized the applications of 1,10-phenanthroline ligands in Fe/Co/Ni-catalyzed organic reactions, and gave an outlook of this promising field.
1 Introduction
2 Application of 1,10-phenanthroline type ligands in Fe-catalyzed reactions
2.1 Coupling reactions
2.2 Oxidation reactions
2.3 Reduction reactions
2.4 Addition reactions
2.5 Other reactions
3 Application of 1,10-phenanthroline type ligands in Co-catalyzed reactions
3.1 Addition reactions
3.2 Cycloaddition reactions
3.3 C—H functionalization reactions
3.4 Carboxylation reactions
3.5 Coupling reactions
3.6 Other reactions
4 Application of 1,10-phenanthroline type ligands in Ni-catalyzed reactions
4.1 Cross-coupling reactions
4.2 Reductive coupling reactions
4.3 Oxidation reactions
4.4 Hydrogen-borrowing reactions
4.5 Decarboxylative coupling reactions
4.6 Addition reactions
4.7 Oxidative reactions
5 Conclusion and outlook
1,10-phenanthroline type ligands / ferritic elements / catalysts / metal complexes
the National Natural Science Foundation of China(21625204,21971119)
the “111” Project of the Ministry of Education of China,(B06005)
the National Program for Special Support of Eminent Professionals.()
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