Abstract

Ferrocenophane-ring opening in (ferrocene-1,1 ′-diyl)phenylphosphine with phenyl lithium followed by reaction with N, N-dimethylformamide affords 1 ′-(diphenylphosphino)ferrocenecarboxaldehyde ( 1) in good yield. Aldehyde 1 and 1 ′-(diphenylphosphino)ferrocenecarboxylic acid are nearly quantitatively reduced to {1 ′-(diphenylphosphino)ferrocenyl}methanol ( 2). Compounds 1 and 2 have been characterized by IR, NMR and electron-impact mass spectroscopy and their structures determined by single-crystal X-ray diffraction. The molecular structures of 1 and 2 in the solid state do not differ significantly. However, whereas the packing of aldehyde 1 is essentially molecular, alcohol 2 forms supramolecular structures via extensive hydrogen O–H⋯O bonding.

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