New Synthesis and Structure Determination of 13-Aza-4,4,8,8,12,12-hexamethyl-2,6,10-trioxatricyclo[7,3>l?05’13]tridecane

نویسندگان

  • Konstantina Kehagia
  • Alexander Dömling
  • Ivar Ugi
  • Wolfgang Hiller
  • Jürgen Riede
چکیده

The highly symmetric 13-aza-4,4,8,8,12,12-hexamethyl-2,6,10-trioxatricyclo[7,3,l,0513]tridecane is of general interest regarding several aspects. First, the molecule belongs to the rare point group C3. Second it is being discussed as a possible complexing agent [1]. Furthermore the title compound is quite inert against some drastic reaction con­ ditions, e.g. it does not react with lithium alu­ minium hydride in refluxing ether during four hours [2]. Starting in the 1950’s, the first synthesis of 13-aza-4,4,8,8,12,12-hexamethyl-2,6,10-trioxatricyclo[7,3,l,05’13]tridecane included 3-hydroxy2,2-dimethyl-propionaldehyde as one of the start­ ing materials [3, 2], Hasek and Martin isolated III by destructive distillation of the self-condensation product IV after removal of formaldehyde, isobutyraldehyde and other volatile products [4] (see

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تاریخ انتشار 2013