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

Scheme 70. Synthesis of N-Annulated Perylene Diimide Dimers with Acetylene Linkers.

Scheme 70

Reagents and conditions: (a)127 TMS-acetylene, Pd(PPh3)4, CuI, (i-Pr)2NH, 40 °C, 24 h, then SiliaMetS DMT, DCM, rt, 4 h, 98%; (b) K2CO3, 1:1 CHCl3/MeOH, rt, 10 min, 99%; (c) Pd(PPh3)4, CuI, 1:10 (i-Pr)2NH/toluene, 60 °C, 0.3–5 h; (d) Pd(PPh3)4, CuI, K2CO3, 1:1 CHCl3/MeOH, rt, air, 3 h, 71%.