Hydrogenation of Alkenes Catalyzed by Mn(I) Alkyl Complexes Bearing NHC Phosphine Ligands

27 June 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An efficient additive free hydrogenation of alkenes with molecular hydrogen is described. The pre-catalyst is a well-defined bench stable Mn(I) alkyl complex bearing a NHC phosphine ligand. These reactions are environ-mentally benign and atom economic, implementing an inexpensive, earth abundant non-precious metal catalyst. The catalytic process is initiated by migratory insertion of a CO ligand into the Mn-alkyl bond to yield an acyl in-termediate which undergoes rapid hydrogenolysis to form the active 16e Mn(I) hydride catalyst [Mn(PC-iPr)(CO)2(H)]. A range of mono- and disubstituted alkenes were efficiently converted into alkanes in good to ex-cellent yields. The hydrogenation requires a reaction temperature of 60 oC. In all cases, a catalyst loading of 1 mol % and a hydrogen pressure of 50 bar was applied. A mechanism based on DFT calculations is presented which is supported by experimental studies.

Keywords

hydrogenation
alkenes
manganese
NHC phosphine ligands
DFT calculations

Supplementary materials

Title
Description
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Title
Hydrogenation of Alkenes Catalyzed by Mn(I) Alkyl Complexes Bearing NHC Phosphine Ligands
Description
Complete crystallographic data of 1 and 2, 1H, 13C{1H}, and 31P{1H} Synthetic procedures, NMR spectra of complex 1 and organic products (PDF)
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