Chiral Imidazo[1,5-a]pyridine-Oxazolines: A Versatile Family of NHC Ligands for the Highly Enantioselective Hydrosilylation of Ketones was written by Chinna Ayya, Swamy .P.;Varenikov, Andrii;de Ruiter, Graham. And the article was included in Organometallics in 2020.HPLC of Formula: 171032-87-4 This article mentions the following:
Herein the authors report the synthesis and application of a versatile class of N-heterocyclic carbene ligands based on an imidazo[1,5-a]pyridine-3-ylidine backbone that is fused to a chiral oxazoline auxiliary. The key step in the synthesis of these ligands involves the installation of the oxazoline functionality via a microwave-assisted condensation of a cyano-azolium salt with a wide variety of 2-amino alcs. The resulting chiral bidentate NHC-oxazoline ligands form stable complexes with Rh(I) that are efficient catalysts for the enantioselective hydrosilylation of structurally diverse ketones. The corresponding secondary alcs. are isolated in good yields (typically >90%) with good to excellent enantioselectivities (80-95% ee). The reported hydrosilylation occurs at ambient temperatures (40°), with excellent functional group tolerability. Even ketones bearing heterocyclic substituents (e.g., pyridine or thiophene) or complex organic architectures are hydrosilylated efficiently, which is discussed further. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4HPLC of Formula: 171032-87-4).
(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.HPLC of Formula: 171032-87-4
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts