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SAc
O
C
l
Cl
O
equilibrium
Cl
O
O
Cl
N
O
N
O
O
SAc
O
O
O
O
O
O
O
SAc
AcS
N
O
O
O
N
Cl
Cl
O
Cl
Cl
O
K = 1
O
Cl
O
Cl
Cl
Cl
O
O
O
O
O
N
O
O
O
O
N
N
O
O
O
SAc
O
O
O
O
S
O
S
N
AcS
O
Cl
Cl
Cl
Cl
S
S
O
NaOMe
MeOH/CH
2
Cl
2
O
Cl
Cl
O
O
O
Cl
O
AcS
O
Cl
O
O
N
O
O
N
N
O
O
O
O
SAc
O
O
O
O
1J
(R) or
1J
(S)
N
Cl
Cl
2B
(R,R) or (S,S)
Cl
Cl
O
O
Only Major Product
Scheme 5.11
The chiral monomer
1J
(R or S enantiomer) creates two molecular codes: the homochiral assembly (R
−
R or S
−
S)
−
and the heterochiral assembly (R
S). These dynamic self-assemblies effectively direct the formation of cyclic dimer
product
2B
(R,R or S,S enantiomers) and intermediate heterochiral linear dimer
2D
. No heterochiral cyclic dimer (
2K
)
is formed.
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