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. 2021 Dec 1;122(1):565–788. doi: 10.1021/acs.chemrev.1c00449

Scheme 308. Synthesis of Donor–Acceptor π-Extended Porphyrins.

Scheme 308

Reagents and conditions: (a)22 (1) benzaldehyde, p-TsOH·H2O, CHCl3/MeOH (100:1 v/v), (2) DDQ, rt; (b)22,576 Zn(OAc)2, CHCl3/MeOH; (c)575,576 Pd(OAc)2, CHCl3/MeOH; (d)22 HClconc, reflux; (e)22 2,6-diisopropylaniline, AcOH, 160 °C; (f)576 4-bromo-2,6-diisopropylaniline, AcOH, 160 °C; (g)576308.7, AcOH, 160 °C; (h)576308.8, Pd(dppf)Cl2 (0.5 equiv), K2CO3, 120 °C, toluene/H2O (4:1 v/v); (i)576 Pd(dppf)Cl2 (1.5 equiv), K2CO3, 120 °C, toluene/H2O (4:1, v/v).