Issue 12, 2009

Double helix formation of poly(m-phenylene)s bearing achiral oligo(ethylene oxide) pendants and transformation into an excess of one-handed single helix through cholate binding in water

Abstract

A water-soluble poly(m-phenylene) bearing an achiral oligo(ethylene oxide) chain at the 5-position was synthesized by the Ni(0)-mediated homo-coupling polycondensation of a 3,5-dibromophenol monomer. The poly(m-phenylene) adopted a single helical conformation in protic media and self-assembled into a double helix in water through aromatic interaction, while it took a random-coil conformation in chloroform. Upon the addition of sodium cholate in water, the double helical poly(m-phenylene) was transformed into single strands, which bound the cholate molecules to form an excess of one-handed single helix.

Graphical abstract: Double helix formation of poly(m-phenylene)s bearing achiral oligo(ethylene oxide) pendants and transformation into an excess of one-handed single helix through cholate binding in water

Supplementary files

Article information

Article type
Communication
Submitted
19 Feb 2009
Accepted
27 Apr 2009
First published
07 May 2009

Org. Biomol. Chem., 2009,7, 2509-2512

Double helix formation of poly(m-phenylene)s bearing achiral oligo(ethylene oxide) pendants and transformation into an excess of one-handed single helix through cholate binding in water

T. Ben, Y. Furusho, H. Goto, K. Miwa and E. Yashima, Org. Biomol. Chem., 2009, 7, 2509 DOI: 10.1039/B903546J

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