Russian Chemical Bulletin ( IF 1.7 ) Pub Date : 2023-12-01 , DOI: 10.1007/s11172-023-4090-9 A. A. Musikhina , I. A. Utepova , E. Yu. Zyryanova , A. K. Terekhova , I. N. Ganebnykh , M. A. Kiskin , E. D. Kazakova , O. N. Chupakhin
Abstract
A simple and convenient approach to the synthesis of the derivatives of unsymmetrical 1,1′-disubstituted cyclopropane-containing azinylferrocenes was suggested. A regioselective method for the Friedel—Crafts acylation of monoazinyl-substituted ferrocenes with a 4-chlorobutyryl chloride—AlCl3 mixture in CH2Cl2 under an inert atmosphere was elaborated. The acylation product on treatment with ButOK in DMSO readily underwent γ-elimination of HCl to give the corresponding cyclopropanes. The structures of the synthesized compounds were confirmed by IR spectroscopy, 1H and 13C spectroscopy, mass spectrometry, and X-ray diffraction analysis.
中文翻译:
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不对称1,1'-二取代环丙烷含吖嗪基二茂铁的合成与结构
摘要
提出了一种简单方便的合成不对称1,1'-二取代环丙烷含吖嗪基二茂铁衍生物的方法。详细阐述了在惰性气氛下,在CH 2 Cl 2中,用4-氯丁酰氯-AlCl 3混合物对单嗪基取代的二茂铁进行弗里德尔-克来福特酰化反应的区域选择性方法。在 DMSO 中用 Bu t OK处理的酰化产物很容易发生 HCl 的 γ-消除反应,得到相应的环丙烷。合成的化合物的结构通过红外光谱、1H和13C光谱、质谱和X射线衍射分析进行了确认。