Environmentally responsive molecular baskets: unimolecular mimics of both micelles and reversed micelles

Organic Letters
Eui-Hyun Ryu, Yan Zhao

Abstract

[structure: see text] When four facially amphiphilic cholate derivatives are attached to a tetraaminocalixarene scaffold, the resulting molecule responds to environmental changes by rotation of the cholate units. In polar solvents, the molecule adopts a micellelike conformation with the hydrophilic alpha-faces of the cholates pointing outward. In nonpolar solvents, it turns inside out, assuming a reversed micellelike conformation with the hydrophobic beta-faces pointing outward. Switching between the two conformations is driven by solvophobic interactions and is fully reversible.

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Citations

Mar 30, 2013·Accounts of Chemical Research·Yan ZhaoShiyong Zhang
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May 9, 2012·Langmuir : the ACS Journal of Surfaces and Colloids·Lakmini Widanapathirana, Yan Zhao

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