Controlled synthesis and alkaline earth ion binding of switchable formamidoxime-based crown ether analogsIn memory of Dr. Melanie Alexis O'Neill.Electronic supplementary information (ESI) available: synthesis and binding protocols, DFT, NMR, MS and X-ray data. CCDC 874203 (1), 874204 (2) and 876656 (4). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2cc33090c

The partial positive charge of amide protons is used to promote macrocyclization and form crown-ether analogs. Their deprotonation generates very selective pH-switchable alkaline earth ion receptors only in the presence of an appropriate substrate. H-bonded driven macrocyclization yields crown-ether...

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Main Authors: Yan, Yi, Zhao, Weiwen, Bhagavathy, Ganga Viswanathan, Faurie, Alexandre, Mosey, Nicholas J, Petitjean, Anne
Format: Article
Language:English
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Summary:The partial positive charge of amide protons is used to promote macrocyclization and form crown-ether analogs. Their deprotonation generates very selective pH-switchable alkaline earth ion receptors only in the presence of an appropriate substrate. H-bonded driven macrocyclization yields crown-ether analogs that bind alkaline earth ions with selectivity as a response to a pH trigger.
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc33090c