1,2-Addition or Enolization? Variable Reactivity of a Cerium Acetylide Complex toward Carbonyl Compounds
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https://figshare.com/articles/dataset/1_2-Addition_or_Enolization_Variable_Reactivity_of_a_Cerium_Acetylide_Complex_toward_Carbonyl_Compounds/3420568
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资源简介：
The reactions of
the cerium alkyne complex bearing 2,6-bis(dimethylamino)-4-methylphenolate
supporting ligands (bdmmp) and a terminal acetylide moiety, Na[Ce(CCPh)(bdmmp)3] (1), with benzaldehyde and a family of enolizable
ketones led to different products depending on the acidity of the
parent carbonyl compound. The reactions of 1 with benzaldehyde,
acetone, benzylideneacetone, or 1,1-diphenylacetone (pKaDMSO = 26.5–19.4) gave the products
of nucleophilic addition of type Na[Ce(O-CR2-CCPh)(bdmmp)3] featuring a new C–C bond. In contrast, the reaction
of 1 with β-tetralone (pKaDMSO = 17.6) resulted in the enolization and deprotonation
of β-tetralone with subsequent replacement of the acetylide
ligand at the cerium ion by the enolate. Molecular structures for
the cerium products were determined by X-ray diffraction studies,
providing valuable information about the performance of organocerium
reagents.
创建时间：
2016-06-21
