*1,2-Bis-(phenylethynyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-benzene (25)*

The general procedure B was applied to 1,2-di-bromobenzene (121 μL, 236 mg, 1 mmol, 1 equiv). The borylation step was carried out with B2pin2 (153 mg, 0.60 mmol, 1.2 equiv of boron), [Ir(OMe)(COD)]2 (10 mg, 0.015 mmol, 3 mol % Ir), dtbpy (8 mg, 0.03 mmol, 3 mol %) in THF (2 mL) at 80 ºC for 8 h. The Sonogashira coupling step was carried out with [DABCO] (449 mg, 4.0 mmol, 4 equiv) and phenyl acetylene (242 μL, 225 mg, 2.20 mmol, 2.2 equiv) for 13 h. Column chromatography (chloroform, R*<sup>f</sup>* 0.9) furnished the desired product as yellow oil (296 mg, 73% yield).

1H-NMR (CDCl3, 500 MHz) δ 8.08 (d, *J* = 1.0 Hz, 1H), 7.77 (dd, *J* = 7.8, 1.2 Hz, 1H), 7.66 – 7.57 (m, 5H), 7.37 (dt, *J* = 5.4, 2.4 Hz, 6H), 1.39 (s, 12H); 13C-NMR {1H} (CDCl3, 125 MHz): δ 138.4 (CH), 134.0 (CH), 131.8 (2 CH), 131.7 (2 CH), 131.1 (CH), 128.7 (CH), 128.50 (2 CH), 128.48 (2 CH), 128.46 (CH), 128.21 (C), 125.3 (C), 123.5 (C), 123.3 (C), 95.0 (C), 93.6 (C), 88.7 (C), 88.5 (C), 84.3 (2 C), 25.0 (4 CH3 of Bpin); 11B-NMR (CDCl3, 160 MHz): δ 30.1; FT-IR (neat) Іmax: 3059, 2978, 2930, 2214, 1599, 1491, 1400, 1358, 1143, 1107, 964, 916, 854, 756, 688 cm−1; MS (EI) *m*/*z* (% relative intensity): M<sup>+</sup> 404 (88), 389 (3), 318 (34), 304 (85), 276 (50); HRMS (FAB): *m*/*z* 404.1950 [(M<sup>+</sup>); Calcd for C28H25BO2: 404.1948].
