Figure 5: Synthesis of compounds 1a–1d and 2a. | Nature Communications

Figure 5: Synthesis of compounds 1a–1d and 2a.

From: Arrays of giant octagonal and square cylinders by liquid crystalline self-assembly of X-shaped polyphilic molecules

Figure 5

Reagents and conditions: (i) Br2, AcOH, 20 °C, 1 h; (ii) BnCl, K2CO3, MeOH, reflux, 30 min; (iii) CnH2n+1Br, K2CO3, CH3CN, reflux, 6 h; (iv) Pd(PPh3)4, NaHCO3, glyme, reflux, 10 h; (v) H2, Pd/C, EtOAc, 45 °C, 3.2 bar, 8 h; (vi) CmF2m+1(CH2)6Br (m=10, 12), K2CO3, dimethylformamide, 80 °C, 6 h; and (vii) HCl, MeOH, reflux, 6 h.

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