A new bicyclic oxazaborines with a bridged nitrogen atom, their thermic rearrangement and fluorescence properties

作者：Josefik Frantisek; Svobodova Marketa^*; Bertolasi Valerio; Simunek Petr; Machacek Vladimir; Almonasy Numan; Cernoskova Eva

来源：Journal of Organometallic Chemistry, 2012, 699: 75-81.

DOI：10.1016/j.jorganchem.2011.11.004

• beta-Enaminones
• Diazonium tetraphenylborates
• [1,3,2 lambda(4)]Oxazaborines
• 2H-[1,2,4,3 lambda(4)]triazaborines
• Fluorescence

Cyclic beta-enaminones bearing secondary amino group react with 4-substituted benzenediazonium tetraphenylborates in dichloromethane to form substituted bicyclic [1,3,2 lambda(4)] oxazaborines The oxazaborines rearrange, on heating to 200 degrees C in the absence of solvent or in DMF or DMSO, to isomeric 2H-[1,2,4,3 lambda(4)] triazaborines. Previously prepared [1,3,2 lambda(4)] oxazaborines derived from acyclic beta-enaminones bearing secondary amino group either did not undergo the rearrangement or with a lot of difficulties and with negligible yield. The fluorescence behaviour of the prepared triazaborines was observed. These compounds fluoresce in 2-methyltetrahydrofurane and in solid state under low temperatures.

• 出版日期2012-2-15