法尼基丙酮的合成方法及其结构的量子化学研究

A synthesis method of farnesylacetone and quantum-chemical studies on its structure

以橙花叔醇和乙酰乙酸甲酯为原料,采用改良的Carroll反应制得法尼基丙酮。通过探讨合成过程中的各种因素对产品收率的影响,确定了合成标题化合物的最佳实验条件。用分子轨道理论中的AM1方法,通过能量梯度全优化计算,给出了标题化合物两种异构体的稳定几何构型、电子结构和生成热、偶极矩、前线分子轨道能级等分子的基本性质,联系有机电子结构理论进行了讨论。

Farnesylacetone are synthesized by an improved Carroll reactiond with using reactant as nerolidol and methyl aeetoaeetate. The optimum reaction conditions were determined from being probed the main factors effect on reaction. AM1 calculation have been performed to obtain molecule geometries of farnesylaeetone isomers by energy gradient completed optimization. There is no imaginary frequency from vibrational analysis for all optimized configurations. It are first reported that the stable configuration, leetronie structure and some structure parameters of molecule （heat of formation, dipole moment and energy level of frontal molecule orbital, etc.） for title compounds. The calculated results are fully discussed with respect to the organic structure theory.