182273-76-3

Upstream product

• 1273-94-5 1,1'-diacetylferrocene 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 936024-91-8 [Fe((η5-C5H4)-CH(CH3)NH-C6H4Cl-4)2] 
• 185226-37-3 [Fe(C₅H₃C(CH₃)N(C₆H₄Cl)PdCl(P(C₆H₅)3))2] 
• 185065-99-0 [Fe(C₅H₃C(CH₃)N(C₆H₄Cl)PdCl(P(C₆H₅)3))2] 

Relevant academic research and scientific papers

Synthesis and characterization of 1,1′-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes. Crystal structures of [Fe{(η5-C5H4)-C(C6H 5){double bond, long}N-CH2C6H4CH3-4} 2] and 2[Fe{(η5-C5H4)-CH2N (CH3)...

Title full: Synthesis and characterization of 1,1′-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes. Crystal structures of [Fe{(η5-C5H4)-C(C6H 5){double bond, long}N-CH2C6H4CH3-4} 2] and 2[Fe{(η5-C5H4)-CH2N (CH3)-C6H4OCH3-4}2] · 1/4H2O. Direct or catalytic condensation of diacylferrocenes (acyl = formyl, acetyl, and benzoyl) and anilines or benzylamines with titanium tetrachloride as a catalyst resulted in the corresponding diimines 1-3, respectively. Reduction of these imines with sodium borohydride or lithium aluminum hydride/aluminum chloride in THF yielded 1,1′-bis[(N-phenyl)aminomethyl(ethyl)]ferrocenes (4, 5) and 1,1′-bis[(N-benzyl)aminobenzyl]ferrocenes (6), respectively. Reductive methylation of 4-6 with aqueous formaldehyde, cyanoborohydride and acetic acid only afforded 1,1′-bis[(N-methyl-N-phenyl)aminomethyl(ethyl)]ferrocenes (7, 8). 1,1′-Bis[{(N-methyl-N-benzyl)amino}benzyl]ferrocenes (9) were not obtained, probably due to their debenzylation under the acidic conditions. The molecular structures of 3g and 7a were determined by single crystal X-ray analysis.