Syntheses of compounds with ultralong C-C bond and investigation of their diradical character

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Examination of physical properties of compounds with an ultralong C-C bond and investigation of molecules with a further elongated C-C bond were conducted. Thermochromism phenomenon was observed in bis(acridan) with pyracene scaffold both in the crystalline and powder states. DFT calculation suggested longer C-C bond might be found when more rigid scaffold is used. Molecular design for elongation of C-C bond was applied to C=C double bond to prepare compounds with a long C=C bond.