Substitution von molekularen Klammern an den Naphthalin ...
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Substitution von molekularen Klammern an den Naphthalin ...

Substitution von molekularen Klammern an den Naphthalin ... Substitution von molekularen Klammern an den Naphthalin ...

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08.12.2012 Aufrufe

Experimenteller Teil 13 C-NMR (126 MHz, CDCl3): δ [ppm] = 47.54, 47.79 (d, C-6, C-8, C-14, C-17), 61.30, (q, C-21, C-22), 64.30 (t, C-19, C-20), 119.0 (d, C-3, C-11), 199.51 (d, C-5, C-14), 120.94 (d, C-9, C-18), 123.95 (d, C-1, C-10), 128.77 (d, C-4, C-13), 130.90 (s, C-4a, C-13a), 135.25 (s, C-9a, C-18a), 139.12, (s, C-6a, C-15a), 139.27 (s, C-7, C-16), 145.16, (s, C-7a, C-16a), 145.71 (s, C-2, C-12), 149.68 (s, C-5a, C-14a), 152.06 (s, C-8a, C-17a). 8.52 9.0 8.50 8.5 8.04 8.01 7.70 7.65 7.60 8.0 O 2N 7.5 2 3 1 7.0 6.5 18 4.64 4.60 6.0 17 3.88 3.86 3.84 3.82 5.5 5.0 21 OCH3 15 19 20 4.5 4.0 2.60 3.5 4 5 6 7 OCH3 8 9 10 14 13 2.55 3.0 2.50 2.5 NO2 12 11 2.45 2.0 242

Experimenteller Teil meso-59c: 1 H-NMR (500 MHz, CDCl3): δ [ppm] = 2.47 (dt, 2H, 2 J(19i-H, 19a-H)= 8 Hz, 19i-H, 20i-H), 2.57 (dt, 2H, 19a-H, 20a-H), 3.84/3.85 (s, 6H, 21-H, 22-H), 4.60/4.61 (d, 2H, 6-H, 8-H, 14-H, 17-H), 7.62 (s, 2H, 5-H, 9-H), 7.65 (d, 2H, 3 J(4-H, 3-H)= 8.7 Hz, 4-H, 10-H), 7.68 (s, 2H, 14-H, 18-H), 8.03 (dd, 2H, 3 J(3-H, 4-H)= 8.5 Hz, 4 J(3-H, 1-H)= 1.6 Hz, 3-H, 11-H), 8.50, 8.51 (s, 2 H, 1-H, 13-H). 13 C-NMR (126 MHz, CDCl3): δ [ppm] = 47.51, 47.81 (d, C-6, C-8, C-14, C-17), 61.39, 61.41 (q, C-21, C-22), 64.32 (t, C-19, C-20), 119.0 (d, C-3, C-11), 119.46 (d, C-5, C-9), 120.96 (d, C-14, C-18), 123.97 (d, C-1, C-13), 128.69 (d, C-4, C-10), 130.90 (s, C-4a, C-9a), 135.21 (s, C-13a, C-18a), 138.98 (s, C-7, C-16), 139.37 (s, C-15a, C-16a), 145.15, 145.67 (s, C-6a, C-7a), 145.73 (s, C-2, C-12), 149.67 (s, C-5a, C-8a), 152.02 (s, C-14a, C-17a). IR (KBr): ν ~ (cm -1 ) = 2937 (C-H), 2860 (C-H), 1533 (C=C), 1484 (N=O), 1340 (C=C-N=O), 1284 (C-O). MS-ESI (480 eV): Molmasse: 556.163 ber. C34H24N2O6 557.169 gef. C34H25N2O 579.151 C34H24N2NaO6 243

Experimenteller Teil<br />

meso-59c: 1 H-NMR (500 MHz, CDCl3): δ [ppm] = 2.47 (dt, 2H, 2 J(19i-H, 19a-H)= 8<br />

Hz, 19i-H, 20i-H), 2.57 (dt, 2H, 19a-H, 20a-H), 3.84/3.85 (s, 6H, 21-H, 22-H),<br />

4.60/4.61 (d, 2H, 6-H, 8-H, 14-H, 17-H), 7.62 (s, 2H, 5-H, 9-H), 7.65 (d, 2H, 3 J(4-H,<br />

3-H)= 8.7 Hz, 4-H, 10-H), 7.68 (s, 2H, 14-H, 18-H), 8.03 (dd, 2H, 3 J(3-H, 4-H)= 8.5<br />

Hz, 4 J(3-H, 1-H)= 1.6 Hz, 3-H, 11-H), 8.50, 8.51 (s, 2 H, 1-H, 13-H).<br />

13 C-NMR (126 MHz, CDCl3): δ [ppm] = 47.51, 47.81 (d, C-6, C-8, C-14, C-17),<br />

61.39, 61.41 (q, C-21, C-22), 64.32 (t, C-19, C-20), 119.0 (d, C-3, C-11), 119.46 (d,<br />

C-5, C-9), 120.96 (d, C-14, C-18), 123.97 (d, C-1, C-13), 128.69 (d, C-4, C-10),<br />

130.90 (s, C-4a, C-9a), 135.21 (s, C-13a, C-18a), 138.98 (s, C-7, C-16), 139.37 (s,<br />

C-15a, C-16a), 145.15, 145.67 (s, C-6a, C-7a), 145.73 (s, C-2, C-12), 149.67 (s,<br />

C-5a, C-8a), 152.02 (s, C-14a, C-17a).<br />

IR (KBr): ν ~ (cm -1 ) = 2937 (C-H), 2860 (C-H), 1533 (C=C), 1484 (N=O), 1340<br />

(C=C-N=O), 1284 (C-O).<br />

MS-ESI (480 eV): Molmasse: 556.163 ber. C34H24N2O6<br />

557.169 gef. C34H25N2O<br />

579.151 C34H24N2NaO6<br />

243

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