Compound Tp-C0-6BP
2,3,6,7,10,11-hexa-((1-(4-(3,5,7,9,11,13,15-heptaisobutyl-2,4,6,8,10,12,14,16,17,18,19,20-dodecaoxa-1,3,5,7,9,11,13,15-octasilapentacyclo[9.5.1.13,9.15,15.17,13]icosan-1-yl)benzyl)-1H-1,2,3-triazol-4-yl)methoxy)triphenylene
From: Identification of a Frank–Kasper Z phase from shape amphiphile self-assembly
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Compound data: MALDI-TOF
Compound data: 1H NMR
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
Compound 2 (0.5 mmol) and 2,3,6,7,10,11-hexakis(2-propyn-1-yloxy)triphenylene (0.0625 mmol, 34.5 mg) was dissolved in 20 mL dry THF. And CuBr (0.02 mmol, 3 mg) was added into solution. The mixture was degassed by free freeze-pump-thaw cycles. Then, the PMDETA (40 mg, 50 μL) was added into solution under nitrogen atmosphere. The mixture was further degassed by another one cycle and then stirred at room temperature for 24 hours. The solvent was removed by rotary evaporator. The residue was purified by silica gel chromatography (EA: Hex from 1:5 to pure EA). Pure product was dissolved in 3 mL THF and precipitated in 80 mL MeOH. The precipitation was collected by filtering and washed by 10 mL MeOH three time, then dried in vacuo to obtain white powder product with yield 96%. 1H NMR (500 MHz, CDCl3, ppm, δ): 8.15 (s, 6H, ArH-triphenylene), 7.83 (s, 6H, ArH-triazole), 7.66-7.64 (d, 12H, SiArm-H), 7.26-7.25 (d, 12H, SiAro-H), 5.52 (s, 12H, -OCH2-), 1.88-1.84 (m, 42H, -SiCH2CH(CH3)2), 1.78 (s, 12H, triazole-CH2-), 0.97-0.92 (m, 252H, -SiCH2CH(CH3)2), 0.63-0.51 (m, 84H, -SiCH2CH(CH3)2). 13C NMR (126 MHz, CDCl3, ppm, δ): 148.09, 144.46, 136.42, 134.85, 132.69, 127.40, 124.10, 63.36, 25.72, 23.86, 22.92, 22.50, 22.40, 22.07. (MALDI-TOF), [Tp-C0-6BP + Na]+ : calcd : 6267.0 Da, found: 6267.1 Da.
