874769-34-3Relevant academic research and scientific papers
Ferrocenylamines 2. Reductive methylation of secondary ferrocenylamines and ferrocenylaldimines: Synthesis, characterization of [(N-methyl-N-aryl)amino] methylferrocenes (see abstract)
Wang, Hong-Xing,Li, Ying-Jie,Jin, Rong,Niu, Ji-Ru,Wu, Hong-Fei,Zhou, Hui-Chao,Xu, Jian,Gao, Ren-Qing,Geng, Feng-Ying
, p. 987 - 993 (2006)
The reactions of ferrocenylaldimines (II) [(η5-C 5H5)Fe(η5-C5H 4CHNC6H4-R)] (R = 4-CH3O (a), 4-CH3 (b), H (c), 4-Cl (d), 3-Cl (e), 4-NO2 (f), 3-NO 2 (g)) and ferrocenylketimine (I) [(η5-C 5H5)Fe (η5-C5H 4CH3CNC6H5)] with sodium borohydride in ethanol or lithium aluminum hydride in THF resulted in secondary ferrocenylamines 3, 4. Reductive methylation of 3 (or II) and 4 with aqueous formaldehyde and sodium cyanoborohydride all gave out corresponding N-methylated tertiary ferrocenylamines 5 [(η5-C5H 5)Fe(η5-C5H4CH 2N(CH3)C6H 4-R)] (R = same as above mentioned) and 2, respectively, in good yields. All these tertiary ferrocenylamines 3-5 were characterized structurally. The crystal structures of 3d and 5a were also determined. Compound 3d is monoclinic, space group P2(1)/n, with a = 9.7585(14) A?, b = 11.5267(17) A?, c = 13.0830(19) A? and β = 97.969(2)°. Compound 5a is orthorhombic, space group Pccn, with a = 13.752(2) A?, b = 22.095(3) A?, c = 10.6421(16) A?.
