Advance of Dehydrogenation and Transfer Hydrogenation of Ammonia-Borane Catalyzed by Homogeneous Cobalt Complexes

doi:10.6023/cjoc202302020

Abstract

As an ideal chemical hydrogen storage material, efficient dehydrogenation and transfer hydrogenation of ammonia borane has attracted increasing attention. Due to the advantages of cheap and easy availability and biocompatibility of earth-abundant metals, the development of homogeneous catalytic dehydrogenation and related transformation of ammonia borane with earth-abundant metals is a significant research topic in this field. Herein, the development of dehydrogenation and transfer hydrogenation of ammonia borane catalyzed by homogeneous cobalt complexes is reviewed.

Key words: ammonia borane, homogeneous catalysis, cobalt complex, dehydrogenation, transfer hydrogenation

Cite this article

Shuang Liu, Lianghua Zou, Xiaoming Wang. Advance of Dehydrogenation and Transfer Hydrogenation of Ammonia-Borane Catalyzed by Homogeneous Cobalt Complexes[J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1713-1725.

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Fig. & Tab. 16

Figure 1. Representative homogeneous cobalt catalysts for amine-borane dehydrogenation

Scheme 1. Synthesis of PBP-CoI(N2) 1 and 1' and their application in catalytic DMAB dehydrogenation

Scheme 2. Proposed catalytic cycle for catalytic AB dehydrogenation with PBP-Co(N2)

Scheme 3. Synthesis of complex (MesCCC)CoH(NH2BH3)

Scheme 4. Stereodivergent hydrogenation of alkyne by cobalt catalysts

Scheme 5. NNN-Co catalyzed Z-transfer hydrogenation of alkyne and controlled experiment

Scheme 6. Sequential transformation of terminal alkynes to (E,Z)-1,3-dienes by a cooperative pyridonate-cobalt catalyst

Scheme 7. κ2-(QNN)CoBr2(NC(O)HNEt2) catalyzed Z-transfer hydrogenation of alkyne

Scheme 8. E-Transfer hydrogenation of alkyne by PNNH-Co catalysis

Scheme 9. Transfer hydrogenation of alkene by (N4)-Co catalysis

Scheme 10. PNN-Co catalyzed chemo-divergent transfer hydrogenation of nitriles

Scheme 11. [ArBIAN-Co(η4-cod)]–[K(thf)x]+ catalyzed transfer hydrogenation of ammonia borane

Scheme 12. Xantphos-Co catalyzed reductions of nitriles to secondary and tertiary amines

Scheme 13. Erbium-catalyzed regioselective isomerization-cobalt-catalyzed transfer hydrogenation

Scheme 14. Controlled partial transfer hydrogenation of quinolines by cobalt-amido cooperative catalysis

Scheme 15. Selective dearomatization of pyridines to N—H 1,4-dihydropyridines by cobalt-amido cooperative catalysis

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