Asymmetric catalysts prepared from optically active bisphosphites bridged by achiral diols
AssigneeDow Global Technologies LLC
InventorsGregory Todd Whiteker, Jerzy Klosin, Kelli Jo Gardner
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Abstract
This invention relates to asymmetric hydroformylation (hf) processes in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active aldehyde or product derived from an optically active aldehyde. The invention encompasses novel ligands and catalysts for use in such processes.
Claims44
A hydroformylation process which comprises reacting a prochiral or chiral olefinically unsaturated organic compound with carbon monoxide and hydrogen in the presence of an optically active metal-ligand complex catalyst to produce an optically active aldehyde product, said optically active metal-ligand complex catalyst comprising a metal complexed with an optically active ligand having the formula
- wherein each W is independently either oxygen or alkylamido (—NR), arylamido (—NAr), silylamido (—NSiR3) or —NH;
- each Z and Y is the same or different and is a substituent other than hydrogen;
- each Z′ and Y′ is the same or different and is selected from hydrogen, substituents connected to the biaryl moieties through carbon, nitrogen, oxygen, or silicon, and halogen;
- Z and Z′ can be optionally bridged to form a substituted or unsubstituted cyclic hydrocarbon residue;
- X is a substituted or unsubstituted hydrocarbon residue such that the corresponding HW—X—WH is not optically active.
An optically active ligand having the formula
- wherein each W is independently either oxygen or alkylamido (—NR), arylamido (—NM), silylamido (—NSiR3) or N—H;
- each Z and Y is the same or different and is a substituent other than hydrogen;
- each Z′ and Y′ is the same or different and is selected from hydrogen, substituents connected to the biaryl moieties through carbon, nitrogen, oxygen, or silicon, and halogen;
- Z and Z′ can be optionally bridged to form a substituted or unsubstituted cyclic hydrocarbon residue;
- X is a substituted or unsubstituted hydrocarbon residue such that the corresponding HW—X—WH is not optically active such that when Z and Z′ are bridged to form a cyclic compound, then Y does not contain a silyl group.
An optically active metal-ligand complex catalyst comprising a metal complexed with an optically active ligand having the formula
- wherein each W is independently either oxygen or alkylamido (—NR), arylamido (—NAr), silylamido (—NSiR3) or —NH;
- each Z and Y is the same or different and is a substituent other than hydrogen;
- each Z′ and Y′ is the same or different and is selected from hydrogen, substituents connected to the biaryl moieties through carbon, nitrogen, oxygen, or silicon, and halogen;
- Z and Z′ can be optionally bridged to form a substituted or unsubstituted cyclic hydrocarbon residue;
- X is a substituted or unsubstituted hydrocarbon residue such that the corresponding HW—X—WH is not optically active such that when Z and Z′ are bridged to form a cyclic compound, then Y does not contain a silyl group.
Dependencies are inferred from the claim text.