Net carbon atom loss from 5,6-(9′,10′-dihydro-9′,10′-anthraceno)-1,2,4,6- cycloheptatetraene

Article abstract of DOI:10.1016/S0040-4039(00)97038-2

The photolysis of the sodium salt of 4,5-(9′,10′-dihydro-9′,10′-anthraceno)-2,4,6- cycloheptatrien-1-one (13) in THF or the reaction of KO/-Bu with 1-chloro-4,5-(9′,10′ dihydro-9′,10′-anthraceno)-1,3,5-cycloheptatriene (14) in THF produced triptycene (2) in up to 30 % yield. Neither 1-triptycenyl carbene (7) nor 2-triptycenyl carbene (5) formed triptycene.