Compound 2

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Compound data: ESI-MS

Compound data: 1H NMR

Compound data: 13C NMR

Compound data: 19F NMR

Compound data: IR

Compound data: Crystallographic data

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

The H₂qtp1 ligand (150 mg, 0.33 mmol) and Zn(OTf)₂ (120 mg, 0.33 mmol) were dissolved in 2 mL of MeCN under N₂. The solution was stirred for 16 h at room temperature. The subsequent addition of ether to the reaction mixture deposited the product as a colorless crystalline solid (250 mg, 92% yield). These crystals were suitable for single crystal X-ray diffraction. ¹H NMR (400 MHz, CD₃CN, 293 K): δ 8.72 (d, 1H, J = 4.8 Hz,), 8.37 (d, J = 4.8 Hz, 1H), 8.03-8.13 (m, 4 H), 7.48-7.63 (m, 6H), 7.30 (br, 1H), 6.73 (s, H), 6.59 (d, J = 1.6 Hz, 2H), 6.49 (t, J = 1.6 Hz, 1H), 4.20-4.49 (m, 5H), 3.63 (t, J = 14.6 Hz, 2H), 3.27-3.37 (m, 1H), 3.11-3.18 (m, 2H), 2.86-2.92 (m, 1H), 2.45-2.49 (m, 1H). ¹³C NMR (100 MHz, CD₃CN, 293 K): δ 157.01, 156.83, 156.55, 151.60, 149.70, 149.40, 148.80, 142.77, 142.68, 142.59, 126.69, 126.63, 125.94, 120.59, 120.56, 117.83, 61.63, 61.11, 58.86, 55.88, 52.94, 52.71. ¹⁹F NMR (235 MHz, 50 mM HEPES in H₂O, 293 K): δ –79.36. MS (ESI): Calcd for [Zn(L-H)]⁺, 518.1534⁺, [Zn(L)(OTf)]⁺, 668.1133; Found, 518.1513, 668.1263. IR (KBr, cm^-1): 3443 (s), 1608 (s), 1579 (m), 1489 (w), 1451 (m), 1384 (w), 1353 (w), 1288 (s), 1258 (s), 1234 (s), 1173 (s), 1158 (s), 1109 (w), 1062 (w), 1056 (w), 1031 (s), 971 (w), 822 (w), 762 (m), 639 (s), 573 (w), 517 (m), 490 (w), 417 (w). Elemental Analysis: Calcd for C₂₉H₂₉N₅F₆O₈S₂Zn•0.5CH₃CN•0.5Et₂O: C, 43.84%; H, 4.08%; N, 8.79%; Found: C, 43.99 %; H, 4.10%; N, 8.65%. UV/Vis (MeCN): 295 nm (ε = 3090 M^-1 cm^-1), 261 nm (ε = 8770 M^-1 cm^-1).