Folded alkyl chains in water-soluble capsules and cavitands?
Organic & Biomolecular Chemistry Pub Date: 2014-07-10 DOI: 10.1039/C4OB01032A
Abstract
A deep cavitand with ionic “feet” dimerizes around hydrophobic compounds in D2O. Longer n-alkane guests, C14–C18, are encapsulated in contorted conformations and NMR is used to deduce their shapes. Competition experiments establish the driving forces involved and how they compensate for the steric clashes in the folded structures of the encapsulated alkanes. Bolaamphiphiles instead prefer to bind in the monomeric cavitand with conformations that bury the methylenes but expose the polar head groups to solvent.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4