Dunitz J D
Organic Chemistry Laboratory, Swiss Federal Institute of Technology, Zurich, Switzerland.
Proc Natl Acad Sci U S A. 1996 Dec 10;93(25):14260-6. doi: 10.1073/pnas.93.25.14260.
The use (and misuse) of symmetry arguments in constructing molecular models and in the interpretation of experimental observations bearing on molecular structure (spectroscopy, diffraction, etc.) is discussed. Examples include the development of point groups and space groups for describing the external and internal symmetry of crystals, the derivation of molecular symmetry by counting isomers (the benzene structure), molecular chirality, the connection between macroscopic and molecular chirality, pseudorotation, the symmetry group of nonrigid molecules, and the use of orbital symmetry arguments in discussing aspects of chemical reactivity.
讨论了对称论证在构建分子模型以及解释与分子结构相关的实验观察结果(光谱学、衍射等)中的应用(以及误用)。示例包括用于描述晶体外部和内部对称性的点群和空间群的发展、通过计算异构体推导分子对称性(苯结构)、分子手性、宏观和分子手性之间的联系、假旋转、非刚性分子的对称群,以及在讨论化学反应性方面时轨道对称论证的应用。