Figure 2: Synthesis of push-pull organic semiconductors O-1, O-2 and O-3.
From: Crystallisation-enhanced bulk hole mobility in phenothiazine-based organic semiconductors
Reagents: (i) 4-Iodoanisole, Cu, K2CO3, TEGDME, 180 °C; (ii) POCl3, DMF, C2H4Cl2, 80 °C; (iii and (vii) CH2(CN)2, Piperidine, CHCl3, reflux; (iv) N-Bromosuccinimide, CHCl3, rt; (v) 4-methoxyphenyl boronic acid, Pd(PPh3)4, K2CO3 (2M), THF; (vi) 2-(6-butoxynaphthalen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxoborolane, Pd(PPh3)4, K2CO3 (2M), THF; (viii) 1-bromobutane, KOH, DMSO, rt; (ix) bis(pinacolato)diboron, Pd(dppf)Cl2, KOAc, 1,4-dioxane, 80 °C.
