TY - JOUR
T1 - Aqueous anion receptors through reduction of subcomponent self-assembled structures
AU - Mosquera, Jesús
AU - Zarra, Salvatore
AU - Nitschke, Jonathan R.
PY - 2014/2/3
Y1 - 2014/2/3
N2 - To prepare new functional covalent architectures that are difficult to synthesize using conventional organic methods, we developed a strategy that employs metal-organic assemblies as precursors, which are then reduced and demetalated. The host-guest chemistry of the larger receptor thus prepared was studied using NMR spectroscopy and fluorescence experiments. This host was observed to strongly bind aromatic polyanions in water, including the fluorescent dye molecule pyranine with nanomolar affinity, thus allowing for the design of an indicator-displacement assay. Self-assembled precursors could be reduced and demetalated in high yields to generate two new covalent architectures. These organic molecules display high aqueous solubility, and the larger cage strongly binds aromatic polyanions in water, including the fluorescent dye molecule pyranine (with nanomolar affinity), thus allowing for the design of an indicator-displacement assay.
AB - To prepare new functional covalent architectures that are difficult to synthesize using conventional organic methods, we developed a strategy that employs metal-organic assemblies as precursors, which are then reduced and demetalated. The host-guest chemistry of the larger receptor thus prepared was studied using NMR spectroscopy and fluorescence experiments. This host was observed to strongly bind aromatic polyanions in water, including the fluorescent dye molecule pyranine with nanomolar affinity, thus allowing for the design of an indicator-displacement assay. Self-assembled precursors could be reduced and demetalated in high yields to generate two new covalent architectures. These organic molecules display high aqueous solubility, and the larger cage strongly binds aromatic polyanions in water, including the fluorescent dye molecule pyranine (with nanomolar affinity), thus allowing for the design of an indicator-displacement assay.
KW - anion recognition
KW - covalent cage compounds
KW - host-guest systems
KW - self-assembly
KW - supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=84893447510&partnerID=8YFLogxK
U2 - 10.1002/anie.201308117
DO - 10.1002/anie.201308117
M3 - Article
AN - SCOPUS:84893447510
SN - 1433-7851
VL - 53
SP - 1556
EP - 1559
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 6
ER -