Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands
AssigneeCelanese International Corporation
InventorsJerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Abstract
Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.
Claims20
A method of forming a bis(phosphinomethyl)norbornane ligand of the formula:
- ##STR7## wherein R.sub.1 and R.sub.2 are organic radicals selected from aromatic groups of which at least one is substituted and wherein the methylene groups are present at the trans-2,3 positions on the norbornane moiety comprising:
- reacting an alkali metal phosphide of the formula R.sub.1 R.sub.2 PM wherein M represents alkali metal with a disulfonic acid ester of trans-2,3 norbornanedimethanol in a reaction mixture further including an inert solvent and at reaction temperature of less than -20 .degree. C. for sufficient time to form the ligand.
Dependencies are inferred from the claim text.