期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 15, 页码 4566-4570出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201411857
关键词
anion recognition; self-assembly; self-sorting; supramolecular chemistry; tripodal ligands
资金
- Science Foundation Ireland (SFI RFP)
- Science Foundation Ireland (SFI PI)
- IRCSET Postdoctoral Fellowship
- R.E.A.
The design and synthesis of tripodal ligands 1-3 based upon the N-methyl-1,3,5-benzenetricarboxamide platform appended with three aryl urea arms is reported. This ligand platform gives rise to highly preorganized structures and is ideally suited for binding SO42- and H2PO4- ions through multiple hydrogen-bonding interactions. The solid-state crystal structures of 1-3 with SO42- show the encapsulation of a single anion within a cage structure, whereas the crystal structure of 1 with H2PO4- showed that two anions are encapsulated. We further demonstrate that ligand 4, based on the same platform but consisting of two bis-urea moieties and a single ammonium moiety, also recognizes SO42- to form a self-assembled capsule with [4:4] SO42-:4 stoichiometry in which the anions are clustered within a cavity formed by the four ligands. This is the first example of a self-sorting self-assembled capsule where four tetrahedrally arranged SO42- ions are embedded within a hydrophobic cavity.
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