Compound 6(Br4)

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Compound data: 1H NMR

Compound data: 13C NMR

Compound data: Crystallographic data

Compound data: Structure factors file

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

S7 (1.30 g, 4.54 mmol) was dissolved in CH₂Cl₂ (50 mL) and CuCl (260 mg, 2.63 mmol) was added. The mixture was stirred vigorously at 25 °C under dry air and TMEDA (0.395 mL, 2.63 mmol) was added in one portion. The progress of the reaction was monitored by TLC. Reaction mixture was quenched after 2 h by addition of water (50 mL). The organic layer was washed with water (3 × 100 mL) and brine (50 mL) and dried with MgSO₄. The reaction mixture was purified by column chromatography (CH₂Cl₂/hexane, 1:2) to give 6(Br4) (870 mg, 1.53 mmol, 58%) as a pale yellow solid. ¹H NMR (500 MHz, CDCl₃) δ = 7.36–7.40 ppm (m, 10H).¹³C NMR (125 MHz, CDCl₃) δ = 138.0, 131.2, 128.9, 128.5, 104.4, 103.5, 100.5, –0.1 ppm. EI-HR-MS m/z = 569.7467 (calc. for C₂₀H₁₀⁷⁹Br₂⁸¹Br₂: 569.7475), 567.7483 (calc. for C₂₀H₁₀⁷⁹Br₃⁸¹Br: 567.7496), 571.7455 (calc. for C₂₀H₁₀⁷⁹Br⁸¹Br₃: 571.7455).