Compound 6
10,20-bis(4-hexyloxyphenyl)-5,15-diamide-zinc(II)porphyrin
From: Control over differentiation of a metastable supramolecular assembly in one and two dimensions
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
Compound 6 was synthesized under the same conditions for the synthesis of 4 but using n-hexanol instead of n-butanol (yield: 92 %). m.p. = 182-184 °C; 1H NMR (CDCl3, 298 K), δ 0.81-0.87 (18H, m, CH3-), 0.97-1.01 (6H, t, J = 7.6 Hz, CH3-CH2-CH2-CH2-CH2-CH2-O-), 1.12-1.28 (100H, m, CH3-CH2-CH2- CH2-CH2-CH2-O-, CH3-(CH2)8-CH2-CH2-CH2-O-), 1.40-1.50 (16H, m, CH3-CH2-CH2- CH2-CH2-CH2-O-, CH3-(CH2)8-CH2-CH2-CH2-O-), 1.62-1.66 (4H, m, CH3-CH2-CH2-CH2- CH2-CH2-O-), 1.69-1.83 (12H, m, CH3-(CH2)8-CH2-CH2-CH2-O-), 1.96-2.03 (4H, m, CH3-CH2-CH2-CH2-CH2-CH2-O-), 2.28-2.33 (4H, m, -NH-CH2-CH2-CH2-O-), 3.78 – 3.83 (4H, m, -NH-CH2-CH2-CH2-O-), 3.97-4.07 (12H, m, CH3-(CH2)8-CH2-CH2-CH2-O-), 4.24-4.28 (4H, m, CH3-CH2-CH2-CH2-CH2-CH2-O-), 4.42-4.45 (4H, m, -NH-CH2-CH2-CH2-O-), 6.70 (2H, t, J = 5.6 Hz, -NH-CH2-CH2-CH2-O-), 7.04 (4H, s, C6H2), 7.26 -7.30 (8H, m, C6H4), 8.10 (4H, d, J = 8 Hz, C6H4), 8.12 (4H, d, J = 8 Hz, C6H4), 8.94 (4H, d, J = 4.8 Hz, β-pyrrole), 8.98 (4H, d, J = 4.8 Hz, β-pyrrole).; 13C NMR (CDCl3, 298 K), δ 14.08, 14.12, 22.62, 22.66, 22.70, 25.93, 26.08, 29.17, 29.27, 29.36, 29.55, 29.58, 29.65, 29.71, 30.31, 31.74, 31.83, 31.90, 38.62, 67.29, 68.30, 69.41, 73.50, 105.66, 112.51, 112.54, 120.42, 120.92, 129.65, 131.73, 131.98, 134.95, 135.37, 135.46, 135.76, 141.16, 150.37, 150.53, 153.14, 158.20, 158.82, 167.47.; MALDI-TOF mass (dithranol): calcd. for C148H218N6O12Zn: 2336.60; found: 2336.28.; Elemental Analysis: calcd. for C148H218N6O12Zn(CHCl3)0.25 (%): C, 75.18; H, 9.29; N, 3.55; O, 8.11; Zn, 2.76: found: C, 74.93; H, 9.16; N, 3.48.
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319534616
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