OH
Et 4 NBr
OH
+
Mn-salen gel
Racemic
O
0
o C, 15 min
PhI(OAc) 2
Microfluidic conditions:
1 st ~ 8 th uses: 65~60% conversion
89~92% ee
Scheme 4.18 Enantioselective kinetic resolution of secondary alcohols catalyzed by Mn-salen gel
prepared from 50 and 61
O
O
O
O
NH
NH 2
O
HN
O
NH 2
O
O
NH
HN
H 2 N
NH 2
62
O
O
OHC
CHO
63
O
OHC
64
O
O
O
O
CHO
O
Scheme 4.19 Molecular structures of 62–64
Fig. 4.17 Schematic representation ofcalix[4]arene-based gel formation by acylhydrazone
bonding. Reproduced with permission from [50]. Copyright © 2015 Macmillan Publishers Limited
4.2 Dynamic Covalent Polymer Gelators
147
Et 4 NBr
OH
+
Mn-salen gel
Racemic
O
0
o C, 15 min
PhI(OAc) 2
Microfluidic conditions:
1 st ~ 8 th uses: 65~60% conversion
89~92% ee
Scheme 4.18 Enantioselective kinetic resolution of secondary alcohols catalyzed by Mn-salen gel
prepared from 50 and 61
O
O
O
O
NH
NH 2
O
HN
O
NH 2
O
O
NH
HN
H 2 N
NH 2
62
O
O
OHC
CHO
63
O
OHC
64
O
O
O
O
CHO
O
Scheme 4.19 Molecular structures of 62–64
Fig. 4.17 Schematic representation ofcalix[4]arene-based gel formation by acylhydrazone
bonding. Reproduced with permission from [50]. Copyright © 2015 Macmillan Publishers Limited
4.2 Dynamic Covalent Polymer Gelators
147