Cyclopentadienone iron alcohol complexes: synthesis, reactivity, and implications for the mechanism of iron-catalyzed hydrogenation of aldehydes.

ABSTRACT: Cyclopentadienone iron alcohol complexes generated from the reactions of [2,5-(SiMe(3))(2)-3,4-(CH(2))(4)(eta(5)-C(4)COH)]Fe(CO)(2)H (3) and aldehydes were characterized by (1)H NMR, (13)C NMR, and IR spectroscopy. The benzyl alcohol complex [2,5-(SiMe(3))(2)-3,4-(CH(2))(4)(eta(4)-C(4)CO)]Fe(CO)(2)(HOCH(2)C(6)H(5)) (6-H) was also characterized by X-ray crystallography. These alcohol complexes are thermally unstable and prone to dissociate the coordinated alcohols. The alcohol ligand is easily replaced by other ligands such as PhCN, pyridine, and PPh(3). Dissociation of the alcohol ligand in the presence of H(2) leads to the formation of iron hydride 3. The reduction of aldehydes by 3 was carried out in the presence of both potential intermolecular and intramolecular traps. The reaction of

SUBMITTER: Casey CP 

PROVIDER: S-EPMC2664094 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature