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 Δδ obs [ppm] 0.4 0.3 0.2 0.1 0.0 0.000 0.001 0.002 0.003 0.004 0.005 0.006 0.007 [R] 0 [M] Ka [M -1 ] = 36 ± 4 Δδmax = 2.05 17@78b: 1 H-NMR (500 MHz, CDCl3): δ [ppm] = 2.37 (dt, 1H, 2 J(19iH, 19a) = 8 Hz 3 J(19-H, 17-H)= 1.45 Hz, 19i-H), 2.44 (dt, 1H, 20i-H), 2.57(s, 6H, H-23, H-24), 2.64 (dt, 1H, 19a-H), 2.70 (dt, 1H, 20a-H), 4.26 (m, 2H, 8-H, 15-H), 4.35 (m, 2H, 6-H, 17-H), 6.20 (s, 2H, Ha), 7.29 (m, 2H, 11-H, 12-H), 7.48/ 7.50 (s, 1H, 9-H, 14-H), 7.44 (m, 2H, 10-H, 13-H), 7.77/ 7.72 (s, 1H, 5-H /18-H), 7.78 (d, 1H, 4-H), 7.68 (s, 1H, 5-H /18-H), 8.06 (dd, 1H, 3-H), 8.55 (s, 1H, 1-H). Rezeptor: OAc OAc Lösungsmittel: 78b CDCl3 MR [g mol -1 ] 567.60 T [°C] 25 MS [g mol -1 ] 293.10 Substrat KS 80 mR [mg] a): 1.57 e a b O c N O d I δ0 (Ha) [ppm]= 8.516 δ0 (Hb) [ppm]= 9.695 δ 0 (Hc) [ppm]= 5.108 δ 0 (Hd) [ppm]= 1.756 δ 0 (He) [ppm]= 4.037 NO 2 b): 4.64 mS[mg] 2.74 V0 [mL] 6 [S]0 [10 -3 M] 1.558 322

Experimenteller Teil Δδ obs [ppm] 0.4 0.3 0.2 0.1 V [mL] 0.60 0.65 0.70 0.75 0.80 0.85 0.90 0.95 1.00 1.10 1.20 1.30 1.40 1.50 1.60 0.60 0.65 0.70 0.75 0.80 0.85 0.90 0.95 1.00 1.10 1.20 1.30 1.40 1.60 1.80 [R]0 [10 -2 M] 1.362 1.258 1.168 1.090 1.022 0.962 0.908 0.861 0.817 0.743 0.681 0.629 0.584 0.545 0.511 0.461 0.426 0.395 0.369 0.346 0.325 0.307 0.291 0.277 0.251 0.231 0.213 0.198 0.173 0.154 0.0 0.000 0.002 0.004 0.006 0.008 [R] 0 [M] 0.010 0.012 0.014 0.016 δ S(Ha) [ppm] 8.199 8.215 8.230 8.244 8.251 8.270 8.280 8.291 8.300 8.317 8.333 8.343 8.357 8.364 8.375 8.385 8.395 8.404 8.412 8.419 8.425 8.430 8.436 8.441 8.449 8.456 8.461 8.468 8.476 8.478 Δ δ obs (Ha) [ppm] 0.335 0.318 0.303 0.290 0.283 0.263 0.253 0.243 0.233 0.216 0.201 0.190 0.176 0.170 0.159 0.148 0.138 0.130 0.122 0.115 0.109 0.103 0.098 0.093 0.085 0.077 0.072 0.066 0.058 0.056 Ka [M -1 ] = 41 ± 5 Δδmax = 0.97 (Ha) 2.08 (Hb) 1.17 (Hc) 0.78 (Hd) - 0.05 (He) Δ δ calc (Ha) [ppm] 0.337 0.319 0.303 0.289 0.276 0.264 0.253 0.243 0.234 0.217 0.203 0.190 0.179 0.169 0.160 0.147 0.137 0.121 0.114 0.108 0.103 0.098 0.093 0.086 0.079 0.073 0.069 0.060 0.054 0.052 323

Experimenteller Teil<br />

Δδ obs [ppm]<br />

0.4<br />

0.3<br />

0.2<br />

0.1<br />

V<br />

[mL]<br />

0.60<br />

0.65<br />

0.70<br />

0.75<br />

0.80<br />

0.85<br />

0.90<br />

0.95<br />

1.00<br />

1.10<br />

1.20<br />

1.30<br />

1.40<br />

1.50<br />

1.60<br />

0.60<br />

0.65<br />

0.70<br />

0.75<br />

0.80<br />

0.85<br />

0.90<br />

0.95<br />

1.00<br />

1.10<br />

1.20<br />

1.30<br />

1.40<br />

1.60<br />

1.80<br />

[R]0<br />

[10 -2 M]<br />

1.362<br />

1.258<br />

1.168<br />

1.090<br />

1.022<br />

0.962<br />

0.908<br />

0.861<br />

0.817<br />

0.743<br />

0.681<br />

0.629<br />

0.584<br />

0.545<br />

0.511<br />

0.461<br />

0.426<br />

0.395<br />

0.369<br />

0.346<br />

0.325<br />

0.307<br />

0.291<br />

0.277<br />

0.251<br />

0.231<br />

0.213<br />

0.198<br />

0.173<br />

0.154<br />

0.0<br />

0.000 0.002 0.004 0.006 0.008<br />

[R] 0 [M]<br />

0.010 0.012 0.014 0.016<br />

δ S(Ha)<br />

[ppm]<br />

8.199<br />

8.215<br />

8.230<br />

8.244<br />

8.251<br />

8.270<br />

8.280<br />

8.291<br />

8.300<br />

8.317<br />

8.333<br />

8.343<br />

8.357<br />

8.364<br />

8.375<br />

8.385<br />

8.395<br />

8.404<br />

8.412<br />

8.419<br />

8.425<br />

8.430<br />

8.436<br />

8.441<br />

8.449<br />

8.456<br />

8.461<br />

8.468<br />

8.476<br />

8.478<br />

Δ δ obs (Ha)<br />

[ppm]<br />

0.335<br />

0.318<br />

0.303<br />

0.290<br />

0.283<br />

0.263<br />

0.253<br />

0.243<br />

0.233<br />

0.216<br />

0.201<br />

0.190<br />

0.176<br />

0.170<br />

0.159<br />

0.148<br />

0.138<br />

0.130<br />

0.122<br />

0.115<br />

0.109<br />

0.103<br />

0.098<br />

0.093<br />

0.085<br />

0.077<br />

0.072<br />

0.066<br />

0.058<br />

0.056<br />

Ka [M -1 ] = 41 ± 5<br />

Δδmax = 0.97 (Ha)<br />

2.08 (Hb)<br />

1.17 (Hc)<br />

0.78 (Hd)<br />

- 0.05 (He)<br />

Δ δ calc (Ha)<br />

[ppm]<br />

0.337<br />

0.319<br />

0.303<br />

0.289<br />

0.276<br />

0.264<br />

0.253<br />

0.243<br />

0.234<br />

0.217<br />

0.203<br />

0.190<br />

0.179<br />

0.169<br />

0.160<br />

0.147<br />

0.137<br />

0.121<br />

0.114<br />

0.108<br />

0.103<br />

0.098<br />

0.093<br />

0.086<br />

0.079<br />

0.073<br />

0.069<br />

0.060<br />

0.054<br />

0.052<br />

323

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