Corminboeuf Clémence, Schleyer Paul von Ragué, Warner Philip
Department of Chemistry and Center for Computational Chemistry, University of Georgia, Athens, Georgia 30602, USA.
Org Lett. 2007 Aug 16;9(17):3263-6. doi: 10.1021/ol071183y. Epub 2007 Jul 20.
The stacking of 4n pi electron hydrocarbon rings into superphane structures can eliminate their antiaromaticity and result in through-space three-dimensional aromatic character. This is demonstrated by the bond length equalized geometries and diatropic NICS values of the methano-bridged superphane series with interacting three- to nine-membered 4n pi electron rings. Along with triplet and Möbius strategies, stacking is the third way to achieve aromatic ring systems with 4n pi electrons.
4n个π电子烃环堆积成超环结构可以消除其反芳香性,并产生贯穿空间的三维芳香性。这通过具有相互作用的三至九元4n个π电子环的亚甲基桥连超环系列的键长均等化几何结构和抗磁NICS值得到证明。与三线态和莫比乌斯策略一起,堆积是实现具有4n个π电子的芳香环体系的第三种方法。