As a common heterocyclic compound, it belong iron-catalyst compound,Ferrocenecarboxaldehyde,12093-10-6,Molecular formula: C11H10FeO,mainly used in chemical industry, its synthesis route is as follows.,12093-10-6
An ethanolic solution (10 ml) of ferrocenyl carboxyaldehyde (21 mg, 0.1 mmol) was taken in a round bottomed flask and acetyl cymantrene (28 mg, 0.1 mmol) was added under stirring condition. Two equivalents of sodium hydroxide in ethanol solution was then added to the reaction mixture and stirring was continued at room temperature under inert atmosphere for 3 h. The reaction was continuously monitored by TLC and on completion of the reaction the solution was dried under vacuum and the residue was dissolved in dichloromethane solvent and subjected to chromatographic work-up using column chromatography. Elution with dichloromethane/hexane (30:70 v/v) solvent mixture separated the following compounds in the order of elution: [(CO)3Mn(eta5-C5H4)COCH3], [(eta5-C5H5)Fe(eta5-C5H4CHO)] and violet colored compound [(eta5-C5H4)Mn(CO)3COCH=CH(eta5-C5H4)Fe(eta5-C5H5)] (1). {Yield: 32 mg (73%)} 1: Anal. calcd. (found): C, 57.01 (57.23); H, 3.39 (3.34). IR(nuCO, cm-1,CH2Cl2) 2022.8 (vs), 1937 (vs br), 1653 (s), 1586 (s). 1H NMR (delta, CDCl3): 4.2 (s, eta5-C5H5, 5H), 4.52 (t, eta5-C5H4, 2H), 4.6 (t, eta5-C5H4, 2H), 4.9 (t, eta5-C5H4, 2H), 5.55 (t, eta5-C5H4, 2H), 6.58 (d, J = 15 Hz, CH=, 1H), 7.78 (d, J = 15 Hz, =CH, 1H). 13C NMR (delta, CDCl3): 69.16 (eta5-C5H5), 69.95 (eta5-C5H4), 71.66 (eta5-C5H4), 78.47 (eta5-C5H4), 83.61 (eta5-C5H4), 86.59 (eta5-C5H4), 93.78 (eta5-C5H4), 117.41 (=CH), 146.38 (=CH), 185.29 (-C=O). UV-Vis. (lambda (nm), CH2Cl2) = 321, 384, 502. MS (ESI): m/z 443 (M + 1)+.
With the synthetic route has been constantly updated, we look forward to future research findings about Ferrocenecarboxaldehyde,belong iron-catalyst compound
Reference£º
Article; Mishra, Sasmita; Tirkey, Vijaylakshmi; Ghosh, Avishek; Dash, Hirak R.; Das, Surajit; Shukla, Madhulata; Saha, Satyen; Mobin, Sheikh M.; Chatterjee, Saurav; Journal of Molecular Structure; vol. 1085; (2015); p. 162 – 172;,
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