Are antiaromatic rings stacked face-to-face aromatic?

作者：Corminboeuf Clemence; Schleyer Paul von Rague^*; Warner Philip

来源：Organic Letters, 2007, 9(17): 3263-3266.

DOI：10.1021/ol071183y

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 Mobius strategies, stacking is the third way to achieve aromatic ring systems with 4n pi electrons.

• 出版日期2007-8-16
• 单位东北大学