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ALD00627

Sigma-Aldrich

6-(2-(5-chloropyridin-2-yl)-1-phenylpropan-2-yl)pyridin-2-ol

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About This Item

Empirical Formula (Hill Notation):
C19H17ClN2O
Molecular Weight:
324.80
UNSPSC Code:
12352100
NACRES:
NA.21

form

powder

Quality Level

100

mp

188-189 °C

storage temp.

−20°C

Application

This ligand was developed by the Yu lab to enable the Pd-catalyzed dehydrogenation of aliphatic carboxylic acids through a typically challenging activation of the β-methylene C-H bond. This method is chemoselective to carboxylic acids even in the presence of other enolizable functional groups, and may also viably utilize molecular oxygen as the terminal oxidant for the transformation.

Other Notes

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Zhen Li et al.
Science (New York, N.Y.), 372(6549), 1452-1457 (2021-11-30)
Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to
Zhen Wang et al.
Science (New York, N.Y.), 374(6572), 1281-1285 (2021-11-12)
Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed β-methylene C–H activation of carboxylic acids, leading to the direct

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