Heteroaromatic diphosphines as chiral ligands
AssigneeItalfarmaco Sud S.p.A.
InventorsPatrizia Antognazza, Tiziana Benincori, Elisabetta Brenna, Edoardo Cesarotti, Francesco Sannicolo', Licia Trimarco
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Abstract
Chiral diphosphines constituted by an aromatic pentatomic biheterocyclic system, suitable to act as chiral ligands, complexes between said diphosophines and transition metals, and their utilization as chiral catalysts in sterocontrolled reactions, such as diastereo- and enantioselective reduction reactions. Process for the preparation of said chiral diphosophines and process for the preparation of said complexes and for their utilization as chiral catalysts in sterocontrolled reactions.
Claims13
Chiral diphosphine comprising an aromatic pentatomic biheterocyclic system according to the following general formula:
- ##STR14## where X is C or S;
- W is C or S;
- and with the proviso that only one of X or W is S;
- R.sub.2 is selected from the group consisting of hydrogen, phenyl, aryl, linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, COOR.sub.3, where R.sub.3 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10 ;
- Y is selected from the group consisting of phenyl, substituted phenyl where substituents are selected from the group consisting of linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, aryl, substituted aryl where substituents are selected from the group consisting of linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, linear, branched, or cyclic alkyl C.sub.3 -C.sub.10 ;
- R.sub.1 is selected from the group consisting of phenyl, substituted phenyl where substituents are selected among linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, aryl, substituted aryl where substituents are selected from the group consisting of linear, branched, or cyclic alkyl, C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, OR.sub.5, where R.sub.5 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, or each pentatomic heterocyclic aromatic ring of said system is optionally fused to an optionally substituted benzene or naphthalene ring, wherein the optional substituents are selected from among the group consisting of linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, or unsubstituted according to the following formula:
- ##STR15## or according to the following formula:
- ##STR16## where R.sub.4 is selected from the group consisting of hydrogen, linear, branched, cyclic, or unsubstituted alkyl C.sub.1 -C.sub.10, n ranges from 0 to 6.
Chiral diphosphine comprising an aromatic pentatomic biheterocyclic system according to the following general formula:
- ##STR17## where X is N or S;
- W is N or S;
- and with the proviso that only one of X or W is S;
- where:
- R.sub.2 is selected from the group consisting of hydrogen, phenyl, aryl, linear, branched or cyclic alkyl C.sub.1 -C.sub.10, COOR.sub.3, where R.sub.3 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10 ;
- Y is selected from the group consisting of phenyl, substituted phenyl where substituents are selected from the group consisting of linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, linear, branched, or cyclic alkyl C.sub.3 -C.sub.10 ;
- R.sub.1 is selected from the group consisting of phenyl, substituted phenyl where substituents are selected from the group consisting of linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, aryl, substituted aryl where substituents are selected from the group consisting of linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, halogen, OR.sub.6 where R.sub.6 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10, linear, branched, and cyclic alkyl C.sub.1 -C.sub.10, OR.sub.5, where R.sub.5 is linear, branched, or cyclic alkyl C.sub.1 -C.sub.10.
Dependencies are inferred from the claim text.