A straightforward route to helically chiral N-heteroaromatic compounds: Practical synthesis of racemic 1,14-diaza[5]helicene and optically pure 1-and 2-aza[6]helicenes

Abstract

Practical syntheses of 1,14-diaza[5]helicene (1),[7] 1-aza[6]helicene (2),[8] and 2-aza[6]helicene, resolving racemates of 2 and 3 into their enantiomers, assigning their absolute configuration, determining the energy of racemization.

Keywords

• chiral resolution
• cycloaddition
• helical structures
• heterocycles
• N ligands
• helicenes
• molecules
• hexahelicene
• racemization
• catalysis