1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols.

doi:10.1021/OL062339H

Paper

1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols.

Published Nov 4, 2006 · Yao‐Jung Chen, Hsin-Hung Chen

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Abstract

1,1,1-tris(hydroxymethyl)ethane was presented as a new, efficient, and versatile tridentate O-donor ligand suitable for the copper-catalyzed formation of C-N, C-S, and C-O bonds. This inexpensive and commercially available tripod ligand has been demonstrated to facilitate the copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols to afford the corresponding desired products in good to excellent yields. [reaction: see text].

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1,1,1-tris(hydroxymethyl)ethane is a new, efficient, and versatile ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols, yielding desired products in good to

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols.

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References

A versatile and efficient ligand for copper-catalyzed formation of C-N, C-O, and P-C bonds: pyrrolidine-2-phosphonic acid phenyl monoester.

PPAPM is a versatile and efficient ligand for copper-catalyzed formation of C-N, C-O, and P-C bonds, resulting in efficient cross-coupling reactions.

Luminescence and Theoretical Studies of Cu(tripod)X [tripod = 1,1,1-Tris(diphenylphosphanylmethyl)ethane; X– = Halide, Thiophenolate, Phenylacetylide]

Cu(tripod)X complexes show phosphorescence in solution and solid state, with higher emission efficiency in the solid state due to the rigidity of the lattice.

A family of manganese rods: syntheses, structures, and magnetic properties.

A family of manganese rodlike complexes with unique magnetic properties were synthesized, with complex 1 being a superconducting manganese metal (SMM).

Highly efficient and mild copper-catalyzed N- and C-arylations with aryl bromides and iodides.

Copper-catalyzed N- and C-arylations with aryl bromides and iodides provide high yields of arylated products with excellent selectivity under mild conditions (50-82 degrees C).

Modern Synthetic Methods for Copper‐Mediated C(aryl) ? O, C(aryl) ? N, and C(aryl) ? S Bond Formation

Copper-mediated C(aryl)N, C(aryl)O, and C(aryl)S bond formation has advanced to include a wide range of substrates, with boronic acids playing a significant role in both O- and N-arylation.

Citations

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