Scheme 1.
Synthesis of molecular wheelbarrow 1: reagents and conditions: (a) KOH, EtOH, 20 h, Ar, 20 °C; (b) di(4-tert-butylphenyl)acetylene, diphenylether, 16 h, Ar, reflux; (c) (C6H5SeO)2O, chlorobenzene, 62 h, Ar, reflux; (d) 1,3-bis(4-iodophenyl)propan-2-one, KOH, EtOH, Ar, reflux; (e) di(4-tolyl)acetylene, diphenylether, 16 h, Ar, reflux; (f) 9-ethynyltriptycene, Pd(PPh3)4 10 mol %, CuI 20 mol %, piperidine-THF (1:1), 24 h, Ar, 20 °C.
