XCOCH=CH
OH
OH
(1S,2S)
1: X=O;
2: X=NH
(1R,2R)
3: X=O;
4: X=NH
OH
OH
380
160
180
90
–90
–180
0
250
280
380
480
300
350
400
250
280
380
480
300
350
400
80
0
MeOH (SS)
MeOH + NaOH (SS)
MeOH + NaOH (SS)
MeOH (SS)
DMSO (SS)
DMSO + NaOH (SS)
DMSO + NaOH (SS)
DMSO (SS)
MeOH (RR)
MeOH + NaOH (RR)
MeOH + NaOH
MeOH + NaOH (RR)
MeOH (RR)
DMSO (RR)
DMSO + NaOH (RR)
DMSO + NaOH (RR)
DMSO + NaOH
DMSO (RR)
–80
–160
480
420
–3.E–04
–3.E–04
0.E+00
3.E–04
0.16
0.12
0.08
0.04
0
ΔΙ
Δε
Δε
0.E+00
3.E–04
ΔΙ
λ (nm)
λ (nm)
λ (nm)
λ (nm)
λ (nm)
λ (nm)
Ι
0.2
0.16
0.12
0.08
0.04
0
Ι
470
520
580
380
480
420
470
520
580
380
480
380
450
530
580
380
480
380
450
530
580
XCOCH=CH
XCOCH=CH
XCOCH=CH
a
c
b
d
Fig. 10.7
ECD,
fluorescence, and CPL spectra of the diesters and diamides (structures in the top-left panel). (a): ECD spectra of (S,S)- and (R,R)-cyclohexane
diesters (1 and 3)
in methanol and dimethyl sulfoxide solution with and without addition of NaOH. (b): CPL and
fluorescence spectra of (S,S)- and (R,R)cyclohexane diesters (1 and 3)
in methanol and dimethyl sulfoxide solution with addition of NaOH. (c): ECD spectra of (S,S)- and (R,R)-cyclohexane diamide
(2 and 4)
in methanol and dimethyl sulfoxide solution with and without addition of NaOH. (d): CPL and
fluorescence spectra of (S,S)- and (R,R)-cyclohexane
diamide (2 and 4)
in methanol and dimethyl sulfoxide solution with addition of NaOH (see Ref. [48])
10 Structural and Electronic Information Drawn. . .
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