Efficient Hydrogenation of N-Heterocycles Catalyzed by NNP–Manganese(I) Pincer Complexes at Ambient Temperature

Veronica Papa, Johannes Fessler, Francesco Zaccaria, Julien Hervochon, Phong Dam, Christoph Kubis, Anke Spannenberg, Zhihong Wei, Haijun Jiao, Cristiano Zuccaccia, Alceo Macchioni, Kathrin Junge, Matthias Beller

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11 Scopus citations

Abstract

Manganese-catalyzed hydrogenation reactions have aroused widespread interest in recent years. Among the catalytic systems described, especially PNP- and NNP–Mn pincer catalysts have been reported for the hydrogenation of aldehydes, ketones, nitriles, aldimines and esters. Furthermore, NNP−Mn pincer compounds are efficient catalysts for the hydrogenolysis of less reactive amides, ureas, carbonates, and carbamates. Herein, the synthesis and application of specific imidazolylaminophosphine ligands and the corresponding Mn pincer complexes are described. These new catalysts have been characterized and studied by a combination of experimental and theoretical investigations, and their catalytic activities have been tested in several hydrogenation reactions with good to excellent performance. Especially, the reduction of N-heterocycles can be performed under very mild conditions.

Original languageEnglish
Article numbere202202774
JournalChemistry - A European Journal
Volume29
Issue number2
DOIs
StatePublished - 9 Jan 2023
Externally publishedYes

Keywords

  • hydrogenation
  • manganese
  • nitrogen heterocycles
  • pincer ligands
  • reaction mechanisms

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