Trost ligand
Encyclopedia
The Trost ligand is a chiral
ligand
pioneered by Barry Trost
for use in the palladium
-catalyzed
Trost asymmetric allylic alkylation. Other C2-symmetric
ligands derived from trans-1,2-diaminocyclohexane (DACH) have also been developed by the Trost group, such as the (R,R)-DACH-naphthyl
ligand derived from 2-diphenylphosphino-1-naphthalenecarboxylic acid. Related bidentate phosphine
-containing ligands derived from other chiral diamines have also been developed for applications in asymmetric synthesis.
Chirality (chemistry)
A chiral molecule is a type of molecule that lacks an internal plane of symmetry and thus has a non-superimposable mirror image. The feature that is most often the cause of chirality in molecules is the presence of an asymmetric carbon atom....
ligand
Ligand
In coordination chemistry, a ligand is an ion or molecule that binds to a central metal atom to form a coordination complex. The bonding between metal and ligand generally involves formal donation of one or more of the ligand's electron pairs. The nature of metal-ligand bonding can range from...
pioneered by Barry Trost
Barry Trost
Barry M. Trost is an American chemist, Tamaki Professor of Humanities and Sciences at Stanford University....
for use in the palladium
Palladium
Palladium is a chemical element with the chemical symbol Pd and an atomic number of 46. It is a rare and lustrous silvery-white metal discovered in 1803 by William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired...
-catalyzed
Catalysis
Catalysis is the change in rate of a chemical reaction due to the participation of a substance called a catalyst. Unlike other reagents that participate in the chemical reaction, a catalyst is not consumed by the reaction itself. A catalyst may participate in multiple chemical transformations....
Trost asymmetric allylic alkylation. Other C2-symmetric
Molecular symmetry
Molecular symmetry in chemistry describes the symmetry present in molecules and the classification of molecules according to their symmetry. Molecular symmetry is a fundamental concept in chemistry, as it can predict or explain many of a molecule's chemical properties, such as its dipole moment...
ligands derived from trans-1,2-diaminocyclohexane (DACH) have also been developed by the Trost group, such as the (R,R)-DACH-naphthyl
Naphthalene
Naphthalene is an organic compound with formula . It is a white crystalline solid with a characteristic odor that is detectable at concentrations as low as 0.08 ppm by mass. As an aromatic hydrocarbon, naphthalene's structure consists of a fused pair of benzene rings...
ligand derived from 2-diphenylphosphino-1-naphthalenecarboxylic acid. Related bidentate phosphine
Phosphine
Phosphine is the compound with the chemical formula PH3. It is a colorless, flammable, toxic gas. Pure phosphine is odourless, but technical grade samples have a highly unpleasant odor like garlic or rotting fish, due to the presence of substituted phosphine and diphosphine...
-containing ligands derived from other chiral diamines have also been developed for applications in asymmetric synthesis.