Asymmetric synthesis catalyzed by transition metal complexes with cyclic chiral phosphine ligands
AssigneeThe Penn State Research Foundation
InventorXumu Zhang
Life of this patent
Estimating the term…
Abstract
The present invention relates to rigid chiral ligands usefull in making catalysts for asymmetric synthesis. More particularly, the present invention relates to new monodentate and bidentate cyclic chiral phosphine ligands which are formed into catalysts to provide high selectivity of the enantiomeric structure of the end-product.
Claims29
A conformationally rigid chiral phosphine ligand, wherein said ligand comprises a 2,2'-bis(diorganophosphino)-1,1'-bis(cyclic) structure, wherein each cycle of the bis(cyclic) structure comprises three to eight carbon atoms, and wherein the 1, 1', 2, and 2' carbon atoms in said structure are saturated.
A conformationally rigid chiral bis(phospholane) ligand, selected from a compound of the following formula and the corresponding enantiomer:
- wherein each variable ring contains three to eight carbon atoms, wherein said ring may be unsubstituted or substituted with alkyl or aryl groups, and wherein the bridge is a diradical.
A chiral phosphine ligand selected from a compound of the following formula and the corresponding enantiomer:
- wherein the bridge is a diradical, R' is substituted or unsubstituted alkyl or substituted or unsubstituted aryl, and n is 1 or 2.
A bidentate bis(diorganophosphino) structure selected from a compound of the following formula and the corresponding enantiomer:
- ##STR84## wherein each variable ring contains three to eight carbon atoms, and wherein R is substituted or unsubstituted aryl, or substituted or unsubstitdted alkyl.
A rigid bidentate chiral phosphine ligand having a monocyclic, structure of 4 to 20 carbon atoms, wherein the monocyclic structure comprises two vicinally substituted pairs of carbon atoms wherein a first carbon atom of each pair of carbon atoms is bonded to a phosphine group and a second carbon atom of each pair of carbon atoms is bonded to a substituted or unsubstituted alkyl or aryl, and wherein said alkyl or aryl groups are in cis or trans orientation with respect to the monocyclic structure.
A monodentate chiral phospholane ligand, wherein said ligand comprises the compounds of the following formulas and the corresponding enantiomers:
- ##STR86## wherein each variable ring contains three to eight carbon atoms, R is substituted or unsubstituted aryl or alkyl, and X is selected from the group consisting of chiral oxazolines, COOH, OMe, OH, SMe, SH, amines and diphenylphosphine.
A monodentate chiral phosphine ligand selected from a compound of the following formula and the corresponding enantiomer:
- wherein R and R' are independently selected from substituted or unsubstituted aryl or substituted or unsubstituted alkyl and wherein n is 1 or 2.
Dependencies are inferred from the claim text.