Recent Advances in Hydrogen Transfer Reactivities of N-Heterocyclic Phosphines

  • Yushan Zhang ,
  • Zhen Huan ,
  • Jindong Yang ,
  • Jinpei Cheng
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  • a Center of Basic Molecular Science, Department of Chemistry, Tsinghua University, Beijing 100084
    b State Key Laboratory of Elemento-organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071
    c Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192
These authors contributed equally to this work

Received date: 2023-04-19

  Revised date: 2023-05-22

  Online published: 2023-06-26

Supported by

National Natural Science Foundation of China(22222106); National Natural Science Foundation of China(21973052); National Natural Science Foundation of China(22193011); National Natural Science Foundation of China(21933008); Haihe Laboratory of Sustainable Chemical Transformations

Abstract

The unique heterocyclic skeletons of N-heterocyclic phosphines (NHP-H) endow them with excellent hydridic reactivity, which have enabled a great array of catalytic hydrogenations of unsaturated substrates in the past decade. Recently, applications of NHP-H in radical reductions, especially in a catalytic fashion, have emerged as a promising forefront area. This new reaction pattern, distinctive from but complementary to the well-established hydride pathway, can greatly expand the reaction scope to σ-bond scission. Herein, some representative examples of synthetic applications of NHP-H in both hydridic and radical reductions with emphasis on their radical reactivity are briefly summarized, including the structural and property studies of NHP radicals and their precursors as well as their applications in radical hydrogenations.

Cite this article

Yushan Zhang , Zhen Huan , Jindong Yang , Jinpei Cheng . Recent Advances in Hydrogen Transfer Reactivities of N-Heterocyclic Phosphines[J]. Chinese Journal of Organic Chemistry, 2023 , 43(11) : 3806 -3825 . DOI: 10.6023/cjoc202304023

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