Chemistry Reference
In-Depth Information
Table 5.3
Screening the solvents for the asymmetric Michael addition reaction catalyzed by
JH-CPP
a
Yield (%)
b
Syn/anti
c
ee (%)
d
Entry
Solvent
t
(h)
n
-hexane
16
26
89:11
93
1
CH
2
Cl
2
20
24
90:10
99
2
3
MeOH
3
75
89:11
98
H
2
O
12
89
85:15
98
4
EtOH
10
96
84:16
94
5
6
EtOH/H
2
O (1:1)
2
96
92:8
99
7
e
EtOH/H
2
O (1:1)
24
64
78:22
97
Reprinted with permission from Ref. [
11
]. Copyright 2012, Wiley-VCH
a
General condition: (E)-4-chloro-b-nitrostyrene (0.1 mmol), propanal (1.0 mmol), JH-CPP
(0.01 mmol), solvent (0.5 mL), benzoic acid (0.1 mmol), RT
b
Isolated yield after silica gel column chromatography
c
Determined by 1H NMR spectroscopy
d
Determined by chiral HPLC (Daicel chiral AD-H column)
e
No benzoic acid
Fig. 5.15 a
Strategy for the synthesis of microporous organic networks;
b
UV/Vis absorption and
emission spectra (exc. 410 nm) of BDF-MON and emission spectrum of 2,6-diphenylbenzodifuran.
The emission from medium (CH
3
CN) was calibrated;
c
UV/Vis absorption spectra and photograph of
the cationic radical species of 1,4-bis(dimethylamino) benzene (100 mm in 3 mL CH
3
CN) generated
by BDF-MON (21 mg) and irradiation with a blue LED for 1 h in the presence of oxygen;
d
a sug-
gested photocatalytic process of oxidative conversion of benzylamine into imine by BDF-MON under
irradiation with a blue LED. Reprinted with permission from Ref. [
14
]. Copyright 2013, Wiley-VCH
