Substitution von molekularen Klammern an den Naphthalin ...

Durchführung
a)
b)
meso/rac- 58b
19
6
23
21
CH3 O
7 O
20
17
8
18
O 16
22
5O
CH3 15
9
1
24
14
27
2
H3CO2C 26
3
4
10
13
11
12
CO2CH3 28 25
c)
meso-58b
19
6
23
21
CH3 O
7 O
20
17
8
18
O 16
22
5O
CH3 15
9
1
24
14
27
2
H3CO2C 26
4
3
13
10
11
12 CO2CH3 28 25
(+)-Enantiomer- 58b
Abbildung 2.1.3.1-4:
7.85
1-,13-, 10-H
8.32 8.34
8.5
1-,13-H
3-,11-, 12-H
8.5
8.5
8.0
7.80
8.0
3-,12-H
8.0
7.75
7.5
7.5
7.5
7.70
7.0
7.0
4-,13-H
7.0
14-,18-, 9-H
6.5
4-,10-, 13-H
5-,9-, 14-H
7.65
6.5
9-,18-H
6.5
6.0
7.60
6.0
6.0
5.5
7.55
6-,8-, 15-, 17-H
4.32
5.5
5-,14-H
7.86 7.84 7.82 7.60 7.56 7.52
5.5
5.0
3.88
4.30
5.0
5.0
4.5
3.86
3.87
4.5
4.0
25-, 26-H
4.5
3.84
3.86
25-, 26-H
3.5
4.0
25-, 26-H
8.34 8.32
3.86 3.88 2.50 2.48
4.0
3.0
2.50
3.5
3.5
2.48
2.5
3.0
3.0
2.45
2.47
23-, 24-H
23-H, 24-H
2.5
23-,24-H
1 H-NMR-Spektrum in CDCl3 (500 MHz) a) der Mischung aus meso- und
rac-58b b) von meso- 58b und c) von (+)-Enantiomer-58b
2.5
44
2.0