Compound (R,R)-(P,P)-trans-L2
(2R,2'R,E)-2,2',4,4',7,7'-hexamethyl-N6,N6'-bis((6'-(((6'-methyl-[2,2'-bipyridin]-6-yl)methoxy)methyl)-[2,2'-bipyridin]-6-yl)methyl)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6,6'-dicarboxamide
From: Dynamic control of chirality and self-assembly of double-stranded helicates with light
View in PubChem | UV | 1H NMR | 13C NMR | HRMS | MDL Molfile | ChemDraw
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
Prepared according to the same general procedure as outlined in the synthesis of (R,R)-(P,P)-trans-L1. Pale yellow solid, 81% yield; m.p. = 108-110 °C; 1H NMR (400 MHz, CD2Cl2) δ 8.45 – 8.33 (m, 6H), 8.23 (d, J = 7.8 Hz, 2H), 7.87 (t, J = 7.8 Hz, 6H), 7.70 (t, J = 7.7 Hz, 2H), 7.61 (d, J = 7.7 Hz, 2H), 7.58 (d, J = 7.6 Hz, 2H), 7.42 (d, J = 7.7 Hz, 2H), 7.28 (s, 2H), 7.19 (d, J = 7.6 Hz, 2H), 7.16 (t, J = 5.2 Hz, 2H), 4.91 (s, 4H), 4.90 (s, 4H), 4.87 – 4.81 (m, 4H), 3.02 – 2.89 (m, 2H), 2.71 (dd, J = 14.8, 5.8 Hz, 2H), 2.62 (s, 6H), 2.55 (s, 6H), 2.31 (d, J = 14.7 Hz, 2H), 2.25 (s, 6H), 1.08 (d, J = 6.4 Hz, 6H). 13C NMR (101 MHz, CD2Cl2) δ 170.8, 158.7, 158.5, 158.4, 156.9, 156.3, 156.0, 155.9, 155.7, 144.9, 142.9, 142.4, 138.2, 138.0, 137.9, 137.5, 136.5, 132.1, 129.8, 127.7, 123.7, 122.5, 122.1, 121.8, 120.1, 120.05, 120.0, 118.4, 74.6, 74.5, 45.3, 42.9, 39.5, 24.9, 20.5, 19.2, 18.5. [α]20D = -69.0 (c 0.4, CHCl3). HRMS (ESI+, m/z) calculated for C74H71N10O4 [M + H]+ 1163.5654; found 1163.5680.
