New indenyl phosphinooxazoline complexes of iron and their catalytic activity in the Mukaiyama aldol reaction

New phosphinooxazoline (PHOX) η5-indenyl complexes of iron were synthesized and applied as catalysts in the Mukaiyama aldol reaction. Reaction of three different PHOX ligands with [Fe(η5-Ind)I(CO)2] afforded the iodide salts of three complexes of the general formula [Fe(η5-Ind)(CO)(PHOX)]+ in 73–81% isolated yields. The molecular structure of one of the new complexes was determined, revealing a pseudo octahedral coordination geometry about the iron center. The iron complexes are catalytically active in the Mukaiyama aldol reaction between aldehydes and 1-(tert-butyldimethylsilyloxy)-1-methoxyethene to give the corresponding aldol adducts (3 mol % catalyst, 15 min, room temperature, 48–83% isolated yields). A previously synthesized iron complex of the general formula [Fe(η5-Cp)(CO)(PHOX)]+ was found to be catalytically active in the title reaction as well, but needed three hours at room temperature to convert the starting materials to the products.

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