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Polycations. 4. Synthesis and antihydrophobic effect of polycationic strings

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
39
Issue
47
Identifiers
DOI: 10.1016/s0040-4039(98)01953-4

Abstract

Abstract Two categories of polycationic “strings” have been synthesized and investigated for their effect on the aqueous solubility of hydrophobic organic compounds (benzene and 4-bromotoluene, the latter discussed here). Polycationic “strings” are compounds in which cationic sites (quaternary ammonium sites) are incorporated into the covalent structure along a linear chain with free-floating associated anions. The categories are: 1) defined length chains consisting of quaternized dabco units connected by intervening lengths of methylene groups, terminating with ω-alkanol units, and 2) α,ω-dimethylaminoalkane units quaternized with chain extending ω-alkanol units. The observed antihydrophobic effect depends on the total charge, the length of the charge-intervening linkages, and the terminating groups.

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