Studies on intramolecular hydrogen bonding of 1,1′-bis[N-formyl-N′-p-chlorophenylthiourea] ferrocene

Article abstract of DOI:10.1016/S0020-1693(96)05438-2

1,1′-Bis[N-formyl-N′-p-chlorophenylthiourea] ferrocene was synthesized through the reaction of 1,1′-bis[formylisothiocyanate] ferrocene with p-chloroaniline. Its 1H NMR, IR and mass spectra were studied. A single crystal structure determination showed that there are two intramolecular hydrogen bonds between the carbonyl group and N′-H of each N′H-C(S)-NH-C(O) moiety. They form two parallel planar six-membered rings. In addition, the hydrogen bonding rings are basically in the same plane with the Cp rings to which they are attached. This highlights its property in molecular recognition.