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“共轭效应是稳定的”是有机化学的最最基本原理之一。但是,自30年代起,键长平均化,4N+2芳香性理论,苯环D_(6h)构架的起因,分子的构象和共轭效应的因果关系,π-电子离域的结构效应等已经受到了广泛的质疑。其中,最引人注目的是Vollhardt等合成了中心苯环具有环己三烯几何特征的亚苯类化合物,Stanger等合成了键长平均化,但长度在0.143~0.148nm的苯并类衍生物。最近(1999年),Stanger又获得了在苯环中具有单键键长的苯并类化合物。在理论计算领域,争论主要表现在计算方法上,集中在如何将作用能分解成π和σ两部分。随着论战的发展,作用能分解法在有机化学中的应用不断地发展和完善,Hückel理论在有机化学中的绝对权威也受到了挑战。为此,简要地介绍了能量分解法的发展史,对Kollma法的合理性提出了质疑。此外特别介绍了我们新的能量分解法,及在共轭效应和芳香性的研究中的新观点和新的思维模式。
“The conjugate effect is stable” is one of the most basic principles of organic chemistry. However, since the 1930s, the key-length averaging theory, the 4N + 2 aromatic theory, the cause of the benzene ring D 6h framework, the causal relationship between molecular conformation and conjugation effects, the structural effect of π-electron delocalization, Has been widely questioned. Of these, Vollhardt et al. Synthesized phenylene compounds with central geometries of cyclohexene in the central benzene ring. Stanger et al. Synthesized benzophenylene derivatives with bond length averaged but having a length of 0.143 to 0.148 nm . Recently (1999), Stanger has obtained a benzo-type compound having a single bond length in the benzene ring. In the field of theoretical calculation, the argument mainly lies in the calculation method, which focuses on how to decompose the function into two parts, π and σ. With the development of the polemics, the role of energy decomposition in the development of organic chemistry continues to improve. The absolute authority of Hückel’s theory in organic chemistry has also been challenged. To this end, briefly introduced the history of the energy decomposition method, questioned the rationality of the Kollma method. In addition, we specially introduce our new energy decomposition method, new ideas and new modes of thinking in the study of conjugation effect and aromaticity.