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US 6,610,875 B1Granted
Method for preparing chiral diphosphines
AssigneesRhodia Chimie, Centre National de la Recherche Scientifique (CNRS)
InventorsMarc Lemaire, Rob Tel Halle, Emmanuelle Schulz, Michel Spagnol
Life of this patent
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Abstract
The invention concerns a method for preparing a compound of formula (1) wherein: A represents naphthyl or phenyl optionally substituted; and Ar1, Ar2 independently represent a saturated or aromatic carbocyclic group, optionally substituted.
Claims15
A process for preparing a compound of formula I:
- in which:
- A represents an optionally substituted phenyl or naphthyl;
- and
- Ar1 and Ar2 independently represent an optionally substituted saturated or aromatic carbocyclic group;
- this process comprising the steps comprising:
- i) brominating a diol of formula II:
- in which A is as defined above, using a suitable brominating agent so as to obtain a dibromo compound of formula III:
- in which A is as defined above;
- ii) esterifying the compound of formula III obtained in the preceding step by the action of a sulfonic acid or an activated form thereof, so as to obtain the corresponding disulfonate;
- iii) substituting the two bromine atoms with cyano groups by reacting the disulfonate obtained in the preceding step with a suitable nucleophilic agent so as to obtain the corresponding nitrile;
- iv) coupling a phosphine of formula VI:
- XPAr1AR2 (VI)
- in which X represents a hydrogen atom or a halogen atom and Ar1 and Ar2 are as defined above, with the nitrile obtained in the preceding step, in the presence of a catalyst based on a transition metal, so as to obtain the compound of formula I.
10 more elements
Dependencies are inferred from the claim text.