Co-Catalyzed Double [4+2] Cycloaddition Reaction of Tetrakis(methylene)- benzobicyclo[2.2.2]octane toward Diaryltriptycenes

Tetrakis(methylene)benzobicyclo[2.2.2]octane (TMBO) was used as a novel synthon for triptycene derivatives. Co -catalyzed double [4+2] cycloaddition of arylacetylene and TMBO resulted in diaryl-substituted meso and chiral tri-ptycenes. The obtained chiral molecules exhibited circularly polarized luminescence (CPL), which was elucidated using theoretical calculations.

Automated summary

Tetrakis(methylene)benzobicyclo[2.2.2]octane (TMBO) was utilized as a novel synthon for the synthesis of triptycene derivatives. Co-catalyzed double [4+2] cycloaddition of arylacetylene and TMBO led to the formation of diaryl-substituted meso and chiral triptycenes. The obtained chiral molecules exhibited circularly polarized luminescence (CPL) as elucidated by theoretical calculations.