Journal
TETRAHEDRON
Volume 64, Issue 36, Pages 8411-8416Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.05.130
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Funding
- EPSRC
- EPSRC National Mass Spectrometry Service Centre (Swansea, UK)
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A pH shuttle has been developed in which the mean position of the macrocycle can be switched between dialkylammonium stations of differing acidities. With only the most basic binding site protonated (dibenzylammonium), the macrocycle resides almost exclusively on the protonated station; when the second ammonium group (diethylammonium) is generated by further protonation, a Mixture of translational diastereomers is observed in CD2Cl2 at 298 K, with the diethylammonium binding site preferred by the crown ether macrocycle in a ratio of similar to 2:1. (C) 2008 Elsevier Ltd. All rights reserved.
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