1271-42-7, Ferrocenecarboxylic acid is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Triethylamine (0.1ml, 0.72mmol) was injected dropwise into the CH2Cl2 (40ml) suspension of carboxyferrocene 3 (0.5g, 2.17mmol) at 0C under N2 atmosphere. Oxalyl chloride (0.7ml, 8.2mmol) was then added dropwise into the solution. The reaction mixture was stirred at room temperature (r. t.) overnight. The solvent was then removed in vacuo, and the red solid residue, crude chlorocarbonylferrocene, was then dissolved in dry CH2Cl2 (20ml), added dropwise into the CH2Cl2 solution (10ml) of 9 (0.4g, 1.83mmol) and Et3N (1.5ml, 10.7mmol). The obtained mixture was further stirred overnight at r. t. under N2 atmosphere, and then washed successively with saturated NaHCO3 solution (1¡Á100ml) and distilled water (3¡Á100ml). The organic layer was dried with anhydrous Na2SO4, and vacuumed to provide the crude product 10 that was then purified by column chromatography with CH2Cl2/methanol (0%?5%) as the eluent and obtained as brown sticky oil. Yield: 0.7g, 89%. 1H NMR (400MHz, CDCl3, 25C, TMS), deltappm: 6.28 (t, J=9.3Hz, 1H, NHCO), 4.68 (t, J=3.8Hz, 2H, sub. Cp, Cp=eta [5]-C5H5), 4.32 (t, J=3.4Hz, 2H, sub. Cp), 4.19 (s, 5H, free Cp), 3.67-3.55 (m, 14H, 7¡ÁCH2), 3.36 (t, J=10.1Hz, 2H, CH2N3). 13C NMR (100MHz, CDCl3, 25C, TMS), deltappm: 170.4 (CONH), 70.8, 70.7, 70.4, 70.3, 69.8, 68.3 (Cp and CH2), 50.8 (CH2N3), 39.4 (NHCH2). MS (ESI, m/z), calcd. for C19H16O4N4Fe: 430.3; found: 453.1 (M+Na+). Selected IR (KBr, cm-1): 3335 (nuNH), 2869 (nuCH2), 2105 (nuN3), 1634 (nuC=O), 1539, 1453 (nuC=C, Cp), 1299 (nuC-N), 1106 (nuC-O-C), 823 (nuFeII).
1271-42-7, The synthetic route of 1271-42-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Liu, Yue; Mu, Shengdong; Liu, Xiong; Ling, Qiangjun; Hang, Chaodong; Ruiz, Jaime; Astruc, Didier; Gu, Haibin; Tetrahedron; vol. 74; 37; (2018); p. 4777 – 4789;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion