Journal
ORGANIC LETTERS
Volume 11, Issue 16, Pages 3654-3657Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol9014249
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Funding
- National Science Foundation [CHE-0316623]
- Environmental Management Science Program of the U.S. Department of Energy [DE-FG02-04ER63745, CHE-0079282]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0809736] Funding Source: National Science Foundation
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Mixed amide/amine macrocyclic anion hosts of varying sizes and with different amine substituents have been synthesized and characterized. Host 2, containing a 28-membered ring and secondary amines, has shown selective binding for HSO4- over other oxo anions and halides in DMSO-d(6) using NMR titrations. Crystal structures of SO42-, HPO42-,H2PO4-, and H2P2O72- with the 28-membered ring hosts indicate different macrocyclic conformations depending on the N-substituent. Anion affinities appear to be correlated with macrocycle conformation.
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