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- W2937095813 abstract "Abstract A convenient protocol for stereodivergent hydrogenation of alkynes to E ‐ and Z ‐alkenes by using nickel catalysts was developed. Simple Ni(NO 3 ) 2 ⋅6 H 2 O as a catalyst precursor formed active nanoparticles, which were effective for the semihydrogenation of several alkynes with high selectivity for the Z ‐alkene ( Z / E >99:1). Upon addition of specific multidentate ligands (triphos, tetraphos), the resulting molecular catalysts were highly selective for the E ‐alkene products ( E/Z >99:1). Mechanistic studies revealed that the Z ‐alkene‐selective catalyst was heterogeneous whereas the E ‐alkene‐selective catalyst was homogeneous. In the latter case, the alkyne was first hydrogenated to a Z ‐alkene, which was subsequently isomerized to the E ‐alkene. This proposal was supported by density functional theory calculations. This synthetic methodology was shown to be generally applicable in >40 examples and scalable to multigram‐scale experiments." @default.
- W2937095813 created "2019-04-25" @default.
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- W2937095813 date "2019-06-18" @default.
- W2937095813 modified "2023-10-15" @default.
- W2937095813 title "Nickel‐Catalyzed Stereodivergent Synthesis of <i>E</i>‐ and <i>Z</i>‐Alkenes by Hydrogenation of Alkynes" @default.
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- W2937095813 doi "https://doi.org/10.1002/cssc.201900784" @default.
- W2937095813 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6771912" @default.
- W2937095813 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30977957" @default.
- W2937095813 hasPublicationYear "2019" @default.