Synthesis, Structure, and Spectroelectrochemistry of Ferrocenyl–Meldrum’s Acid Donor–Acceptor Systems

The synthesis of two new donor–acceptor ferrocenyl derivatives with Meldrum’s acid based nonplanar acceptor substituents is presented. Both compounds are obtained in high yields in a simple reaction protocol under mild conditions using either 1-acetyl- or 1,1′-diacetylferrocene and Meldrum’s acid. Both products have been characterized spectroscopically, by single-crystal X-ray structure analysis, by electrochemical and UV/vis/IR spectroelectrochemical measurements, and by (TD)-DFT calculations. The spectroelectrochemical measurements disclose that the 2,2-dimethyl-1,3-dioxane-4,6-dione moiety is a moderately strong electron acceptor.

本文报道了两种带有基于麦氏酸（Meldrum’s acid）的非平面受体取代基的新型供体-受体二茂铁衍生物的合成。两种化合物均以1-乙酰基二茂铁或1,1'-二乙酰基二茂铁与麦氏酸为原料，通过简便的反应方案在温和条件下以高产率制得。已通过光谱表征、单晶X射线结构分析、电化学及紫外-可见-红外光谱电化学测试，以及（含时）密度泛函理论（(TD)-DFT）计算对两种产物进行了表征。光谱电化学测试表明，2,2-二甲基-1,3-二氧六环-4,6-二酮基团属于中等强度的电子受体。