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Keywords:

  • Hydrocarbons;
  • Carbon;
  • Nanotubes;
  • Buckybowls;
  • Fused-ring systems;
  • Synthesis design;
  • Dehydrogenation

In the Experimental Section of the original article,1 there is an error in the synthetic protocol for 2-ethynylchrysene (9). The hydrolysis reaction was carried out at room temperature (not at 80 °C). The corrected synthetic protocol is given below. The authors apologize for this error.

2-Ethynylchrysene (9): 2-Bromochrysene (8, 100 mg, 0.33 mmol), [Pd(PPh3)2Cl2] (10 mg, 0.014 mmol), CuI (2.7 mg, 0.014 mmol), and PPh3 (7.3 mg, 0.028 mmol) were dissolved in toluene (5 mL), and diisopropylamine (0.5 mL) was added. The mixture was degased under dynamic vacuum, and the system was filled with argon. The mixture was stirred for 10 min (25 °C), and (trimethylsilyl)acetylene (50 mg, 0.5 mmol) was added. The mixture was stirred at 80 °C for 3 h, then a saturated NH4Cl solution was added, and the mixture was extracted with toluene, dried with Na2SO4, and the solvents evaporated. The resulting yellow powder was dissolved in dichloromethane (4 mL), and KOH (36 mg) dissolved in MeOH (1.5 mL) was added. The mixture was stirred at room temperature for 1.5 h under argon and then water (50 mL) was added, and the mixture extracted twice with toluene (50 mL). The organic phases were combined, dried over Na2SO4, and the solvents evaporated to give 9 as a yellowish powder (82 mg 0.32 mmol, 97 %). Rf (hexane/CCl4, 1:1) = 0.50. 1H NMR (300 MHz, CD2Cl2): δ = 8.77–8.56 (m, 4 H), 8.09 (d, J = 1.7 Hz, 1 H), 8.00–7.87 (m, 3 H), 7.73–7.53 (m, 3 H), 3.20 (s, 1 H) ppm. MS (LDI-TOF): calcd. for C20H12 252.09 [M]+; found 252.10.

The Authors