Fig. 2: Synthetic route toward peri-hexacene derivative 1.
From: A stable open-shell peri-hexacene with remarkable diradical character
a Br2, DCM, 0 °C, 30 min; b Pd(dppf)Cl2, B2(pin)2, KOAc, dioxane, 90 °C; c Pd(PPh3)4, SPhos, K3PO4, toluene/H2O, 90 °C; d CuBr2, K3PO4, DCE, reflux; e i) n-BuLi, −30 °C; ii) 2,6-dichlorobenzaldehyde, rt; iii) TfOH, DCM, rt; f i) KOBut, 18-crown-6, THF, rt; ii) p-chloranil. SPhos: 2-Dicyclohexylphosphino-2’,6’-dimethoxybiphenyl; DCE: 1,2-dichloroethane; THF: tetrahydrofuran; DCM: dichloromethane.
