188853-52-3Relevant academic research and scientific papers
Studies on intramolecular hydrogen bonding of 1,1′-bis[N-formyl-N′-p-chlorophenylthiourea] ferrocene
Yuan, Yao-Feng,Ye, Su-Ming,Zhang, Ling-Yun,Wang, Bin,Xu, Yu-Ming,Wang, Ji-Tao,Wang, Hong-Gen
, p. 313 - 318 (1997)
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.
Synthesis and properties of some 1,1'-bis [N-formyl-N-substituted thiourea] ferrocene derivatives: Crystal structure of 1,1'-bis [N-formyl-N'-p-chlorophenylthiourea] ferrocene
Yuan, Yao-Feng,Ye, Su-Ming,Zhang, Ling-Yun,Wang, Bin,Wang, Ji-Tao
, p. 1713 - 1718 (2008/10/09)
A series of 1,1'-bis[N-formyl-N'-substituted thiourea]ferrocene derivatives was synthesized through the reaction of 1,1'-bis[formyl isothiocyanate] ferrocene and various primary amines, with high yields after simple and convenient purification. All the compounds were characterized by elemental analysis, IR and IH NMR spectra. Intramolecular hydrogen bonding between the formyl carbonyl group and the proton attached to N' was found to be common in this kind of compound. Cyclic voltammetric analysis revealed that the substituents on the N' atom affect the electrochemical behaviour of the ferrocenyl group via the intramolecular hydrogen bonded ring. The crystal structure of 1,1'-[N-formyl-N'-p-chlorophenylthiourea] ferrocene was determined showing the character of the intramolecular hydrogen bonding.
