Abstract The cyclopolymerizations of 1,2:5,6-dianhydro-3,4-di-
O-pentyl-D-mannitol (
1b) and 1,2:5,6-dianhydro-3,4-di-
O-decyl-D-mannitol (
1c) were carried out using BF
3OEt
2 and
t-BuOK. All the resulting polymers consisted of cyclic constitutional units, i.e., the extent of cyclization was 100%. The polymer structures for the polymerization with
t-BuOK were (1→6)-2,5-anhydro-3,4-di-
O-pentyl-D-glucitol (
2b) and (1→6)-2,5-anhydro-3,4-di-
O-decyl-D-glucitol (
2c), whereas those with BF
3O-decyl
2 comprised 2,5-anhydro-D-glucitols as major units along with other cyclic ones. These polymers were soluble in
n-hexane, CHCl
3, and THF, but insoluble in water, which differs from the amphiphilic solubility of (1→6)-2,5-anhydro-3,4-di-
O-methyl-D-glucitol (
2a). The cation-binding properties of
2b and
2c were examined using alkali-metal picrates in order to compare them with those of
2a. The extraction yields for each cation decreased in the order of
2c <
2b <
2a. Every polymer exhibited a similar cation-binding selectivity in the order Cs
+ > Rb
+ > K
+ ? Na
+ > Li
+. The ratio of K
+ and Na
+, K
+/Na
+, was 4.6 for
2a, 5.1 for
2b, and 7.1 for
2c in the increasing order
2a <
2b >
2c.
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