Merkert Chemistry Center, Department of Chemistry, Boston College, Chestnut Hill, MA 02467-3860, USA.
Chem Commun (Camb). 2012 Aug 21;48(65):8102-4. doi: 10.1039/c2cc33885h. Epub 2012 Jul 5.
The direct conversion of a polycyclic aromatic hydrocarbon bay region to a new, unsubstituted benzene ring by Diels-Alder cycloaddition of acetylene gas is reported for the first time. At 140 °C in dimethylformamide, under 1.8 atm pressure of acetylene gas, 7,14-dimesitylbisanthene is slowly converted to 7,14-dimesitylbenzo[ghi]bisanthene (21% conversion in 48 h).
首次报道了通过乙炔气体的 Diels-Alder 环加成反应,将多环芳烃的 bay 区域直接转化为新的、未取代的苯环。在 140°C 的二甲基甲酰胺中,在 1.8 大气压的乙炔气体下,7,14-二甲基双苯并[a,h]蒽缓慢转化为 7,14-二甲基苯并[ghi]双苯并[a,h]蒽(48 小时内转化率为 21%)。