The facile and efficient ultrasound-assisted synthesis of new quinoline-appended ferrocenyl chalcones and their properties

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• 作者：R. Prasath^a ; ^{drrprasath24487@gmail.com} ; ^{prasad24487@yahoo.co.in} ; P. Bhavana^a ; Seik Weng Ng^b ; ^c ; Edward R.T. Tiekink^b
• 关键词：Ultrasonic ; Ferrocene ; Quinoline ; Chalcone ; Claisen&ndash ; Schmidt condensation
• 刊名：Journal of Organometallic Chemistry
• 出版年：2013
• 出版时间：15 February, 2013
• 年：2013
• 卷：726
• 期：Complete
• 页码：62-70
• 全文大小：1109 K

文摘

The facile and efficient synthesis of quinoline-appended ferrocenyl chalcones via the condensation of acetylferrocene (or substituted 2-methyl-3-acetylquinoline) with 2-chloro-3-formylquinoline (or ferrocenecarboxaldehyde) in ethanol under basic conditions by the ultrasonic method is reported and compared to the results of synthesis achieved through conventional methods. Two derivatives were investigated crystallographically which confirmed the E-conformation about the CC ethylene bond in each case. Redox chemistry of the new chalcones was investigated by cyclic voltammetry which showed quasi-reversible one-electron redox processed with potentials correlated with electron-withdrawing substituents. The compounds showed promising antimicrobial properties, with derivatives ng class=""boldFont"">3ang> and ng class=""boldFont"">6ang> showing the maximum activity against bacterial and fungal strains, respectively.