N
OMe
B(OH) 2
OMe
Host
Guests
Ph
Ph
OH
OH
EtOOC
COOEt
OH
OH
O
HO
HO
O
Indicator
B(OH) 2
O
H 2 N R*
OH
OH
O
O
B
N
R*
Fluorescence change
d)
N
N
N Pd
N
R 1 R 2
R 3
19 F
19 F
N
N
N Pd
19 F
19 F
N
R 1 R 2
R 3
Change in chemical shift of 19 F NMR
Analyte
Pd pincer probe containing 19 F
A
A
A = Fluorescein
B = Hexachlorofluorescein
B
B
OH
H 2 N
O
NH 2
Scalemic Tyrosinamide
S
R
D-DNA
L-DNA
Fluorescence dectection
a)
b)
c)
Fig. 7 Examples of ee detection techniques: (a) Anslyn’s circular dichroism-based host-guest
system, (b) Anzenbacher’s fluorescence detection system, (c) Zhao and Swager’s
19
F NMR probe
of Pd pincer complexes, (d) Heemstra’s DNA biosensor
Ligand Design for Asymmetric Catalysis: Combining Mechanistic and. . .
165
OMe
B(OH) 2
OMe
Host
Guests
Ph
Ph
OH
OH
EtOOC
COOEt
OH
OH
O
HO
HO
O
Indicator
B(OH) 2
O
H 2 N R*
OH
OH
O
O
B
N
R*
Fluorescence change
d)
N
N
N Pd
N
R 1 R 2
R 3
19 F
19 F
N
N
N Pd
19 F
19 F
N
R 1 R 2
R 3
Change in chemical shift of 19 F NMR
Analyte
Pd pincer probe containing 19 F
A
A
A = Fluorescein
B = Hexachlorofluorescein
B
B
OH
H 2 N
O
NH 2
Scalemic Tyrosinamide
S
R
D-DNA
L-DNA
Fluorescence dectection
a)
b)
c)
Fig. 7 Examples of ee detection techniques: (a) Anslyn’s circular dichroism-based host-guest
system, (b) Anzenbacher’s fluorescence detection system, (c) Zhao and Swager’s
19
F NMR probe
of Pd pincer complexes, (d) Heemstra’s DNA biosensor
Ligand Design for Asymmetric Catalysis: Combining Mechanistic and. . .
165