Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Org Lett. 2010 Nov 19;12(22):5200-3. doi: 10.1021/ol102147f. Epub 2010 Oct 25.
1,5- and 1,8-bis(bifluorenyl)anthracene were synthesized and converted to their corresponding bis(bifluorenyl)triptycenes and bis(bifluorenyl)-9,10-dihydroanthracenes. Analysis of their optical properties shows no feature of extended conjugation in the triptycene pair. The electronic spectra of the triptycene and dihydroanthracene pairs are in fact superimposable. There is definite evidence that triptycene displays zero homoconjugation effect.
1,5-和 1,8-双(芴基)蒽被合成,并转化为相应的双(芴基)三并苯和双(芴基)-9,10-二氢蒽。对其光学性质的分析表明,在三并苯对中没有扩展共轭的特征。三并苯对和二氢蒽对的电子光谱实际上是重叠的。有明确的证据表明三并苯显示出零同共轭效应。