640734-37-8Relevant articles and documents
Evidence for Homo-Conjugation between Two Revolving 14π-Electron Systems in 10b-Methyl-10c-[2-(10b,10c-dimethyl-10b,10c-dihydropyrenyl)]-10b, 10c-dihydropyrene
Jiang, Jianping,Lai, Yee-Hing
, p. 14296 - 14297 (2003)
Ring contraction followed by an elimination reaction on anti-9-methyl-18-trans-2-(10b,10c-dimethyl-10b,10c-dihydropyrenyl)-2,11-dithia[3,3]metacyclophane gave the desired compound 10b-methyl-10c-[2-(10b,10c-dimethyl-10b,10c-dihydropyrenyl)]-10b,10c-dihydropyrene. 1H NMR spectroscopic analysis indicated a ring current effect over a considerable distance from the macro-molecular plane of each of the aromatic rings with the two π systems freely rotating. Bathochromic shifts and peak broadening in its electronic spectrum clearly supports the presence of through-space π?π interactions between the two aromatic rings. This should serve as a good model to verify homo-conjugation effect in such a novel system where the two π systems are freely revolving. Copyright