Verification of stereospecific dyotropic racemisation of enantiopure D and L-1,2-dibromo-1,2-diphenylethane in non-polar media.

نویسندگان

  • D Christopher Braddock
  • Debjani Roy
  • Dieter Lenoir
  • Edward Moore
  • Henry S Rzepa
  • Judy I-Chia Wu
  • Paul von Ragué Schleyer
چکیده

The first example of a dyotropic rearrangement of an enantiomerically pure, conformationally unconstrained, vicinal dibromide confirms theoretical predictions: D and L-1,2-dibromo-1,2-diphenylethane racemise stereospecifically in refluxing benzene without crossover to the meso-isomer. An orbital analysis of this six-electron pericyclic process is presented.

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عنوان ژورنال:
  • Chemical communications

دوره 48 71  شماره 

صفحات  -

تاریخ انتشار 2012