Enantioselective Synthesis of C3 Symmetric Chiral Triazasumanenes

Abstract

Enantioselective synthesis of C3 symmetric triazasumanenes was achieved as a first example of azabuckybowl. The X-ray crystallographic analysis revealed that the triazasumanene possesses a deeper bowl structure than sumanene consisting of only carbon-framework. Because of the deep bowl structure, the bowl inversion energy of triazasumanene reached 42 kcal/mol and it is isolable at ambient temperature without racemization.