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. 2021 May 12;60(25):13853–13858. doi: 10.1002/anie.202102757

Scheme 1.

Scheme 1

Synthesis of peri‐heptacene (7‐PA). Reagents and conditions: (i) Pd(PPh3)2Cl2, CuI, Et3N, THF, RT, 24 h, 87 %; (ii) Pd(PPh3)4, K2CO3, toluene/EtOH/H2O, 85 °C, 24 h, 50 %; (iii) Pd(PPh3)4, K2CO3, toluene/EtOH/H2O, 85 °C, 24 h, 41 %; (iv) ICl, dichloromethane, −78 °C, 3 h, 29 %; (v) 1. n‐BuLi, 10, toluene, −10 °C, 2 h; 2. BF3⋅OEt2, dichloromethane, 25 °C, 30 min, 40 % (over two steps); (vi) DDQ, toluene, 25 °C, 10 min.