The study of antiaromaticity through quantitative magnetic characteristics, such as nucleus independent chemical shifts and supported by experimental 1H NMR shifts can be used to provide further information about delocalization. The placement of the benzene ring on homo-dimer dianions affects this delocalization of electrons and the antiaromaticity of the dianions. Our research was focused on the synthesis of antiaromatic dianions (1 and 3 ). Figure 1. <img src='https://acs-archive-assets2.s3.amazonaws.com/240nm/uploads/41317_mw_acs_meeting_scheme.jpg' alt='' />Key to the success of the synthesis of the precursors is the coupling of appropriately benzannulated cycloheptanones to give bis-benzocycloheptadienes. Our progress in this area will be described.

Effect of benzannulation on bis-cycloheptatrienide dianions: Examination of coupling reactions

247th National Meeting (2014)

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