Chiral metallocene compounds and preparation thereof by attachment of chiral center

An enantiomerically enhanced composition comprising chiral substituted cyclopentadienyl ligands of general formula III:

• ##STR8## wherein each R and each R' is independently selected from the group consisting of H, radicals of substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons and two neighboring R groups can be joined together to form a ring of five or more carbon atoms;
• R.sup.* contains at least one chiral carbon center and is selected from the group consisting of enantiomerically enhanced chiral radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons;
• Y is selected from the group consisting of NR", NH, O, S, C(R")2, PR" and Si(R").sub.2 ;
• and each R" is independently selected from the group consisting of H, radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons.

An enantiomerically enhanced composition comprising chiral substituted cyclopentadiene compounds of general formula IIIb:

• ##STR9## wherein each R and each R' is independently selected from the group consisting of H, radicals of substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons, unsubstituted heterocyclic hydrocarbons and two neighboring R groups can be joined together to form a ring of five or more carbon atoms R.sup.* contains at least one chiral carbon center and is selected from the group consisting of enantiomerically enhanced chiral radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons;
• Y is selected from the group consisting of NR", NH, O, S, C(R")2, PR" and Si(R")2;
• each R" is independently selected from the group consisting of H, radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons, and Q is selected from the group consisting of thallium, potassium, lithium, sodium and MgX, wherein X is selected from the group consisting of Br, Cl and I.

An enantiomerically enhanced composition comprising chiral compounds of general formula V:

• ##STR10## wherein each R and each R' is independently selected from the group consisting of H, radicals of substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons, unsubstituted heterocyclic hydrocarbons and two neighboring R groups can be joined together to form a ring of five or more carbon atoms;
• R.sup.* contains at least one chiral carbon center and is selected from the group consisting of enantiomerically enhanced chiral radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons;
• Y is selected from the group consisting of NR", NH, O, S, C(R".sub.2, PR" and Si(R").sub.2 ;
• each R" is independently selected from the group consisting of H, radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons;
• each Q' is independently a univalent anionic ligand selected from the group consisting of a halide, hydride, substituted or unsubstituted C.sub.1 -C.sub.20 hydrocarbyl, alkoxide, aryloxide, amide, arylamide, phosphide and arylphosphide;
• M is a transition metal selected from the group consisting of Group IIIB-VIIIB transition metals;
• m is the transition state of the metal;
• and n is in the range of about 1 to about m-1.

An enantiomerically enhanced composition comprising chiral substituted cyclopentadiene compounds of general formula IIIc:

• ##STR11## wherein each R and each R' is independently selected from the group consisting of H, radicals of substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons, unsubstituted heterocyclic hydrocarbons and two neighboring R groups can be joined together to form a ring of five or more carbon atoms;
• R.sup.* contains at least one chiral carbon center and is selected from the group consisting of enantiomerically enhanced chiral radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons;
• Y is selected from the group consisting of NR", NH, O, S, C(R").sub.2, PR" and Si(R").sub.2 ;
• each R" is independently selected from the group consisting of H, radicals of amino acids, substituted aliphatic hydrocarbons, unsubstituted aliphatic hydrocarbons, substituted cyclic hydrocarbons, unsubstituted cyclic hydrocarbons, substituted heterocyclic hydrocarbons and unsubstituted heterocyclic hydrocarbons.