TY - JOUR
T1 - Naphthocrown-strapped calix[4]pyrroles
T2 - Formation of self-assembled structures by ion-pair recognition
AU - Kim, Sung Kuk
AU - Lee, Hong Gyu
AU - Vargas-Zúñiga, Gabriela I.
AU - Lynch, Vincent M.
AU - Kim, Cheal
AU - Sessler, Jonathan L.
PY - 2014/9/8
Y1 - 2014/9/8
N2 - A new approach to the construction of self-assembled structures is reported that is based on ion-pair recognition. Towards this end, the calix[4]pyrrole naphthocrown-4 hybrid structures 2 and 3 were prepared. These multitopic receptors contain recognition sites for both anions and cations. On the basis of solution-phase 1HNMR spectroscopic analysis and solid-state single-crystal X-ray diffraction structural studies, it was established that receptors 2 and 3 are able to bind specific ion pairs with high selectivity via different binding modes. In the case of CsF and CsCl, the ion-pair complexes formed from receptors 2 and 3 were found to self-assemble to produce either linear supramolecular polymeric crystalline solids or nanotube-like cyclic hexamers depending on the specific choice of ion pairs and crystallization solvents. Proton NMR studies provided evidence for solution-phase self-association in organic media.
AB - A new approach to the construction of self-assembled structures is reported that is based on ion-pair recognition. Towards this end, the calix[4]pyrrole naphthocrown-4 hybrid structures 2 and 3 were prepared. These multitopic receptors contain recognition sites for both anions and cations. On the basis of solution-phase 1HNMR spectroscopic analysis and solid-state single-crystal X-ray diffraction structural studies, it was established that receptors 2 and 3 are able to bind specific ion pairs with high selectivity via different binding modes. In the case of CsF and CsCl, the ion-pair complexes formed from receptors 2 and 3 were found to self-assemble to produce either linear supramolecular polymeric crystalline solids or nanotube-like cyclic hexamers depending on the specific choice of ion pairs and crystallization solvents. Proton NMR studies provided evidence for solution-phase self-association in organic media.
KW - calix[4]pyrrole
KW - cyclic hexamers
KW - ion-pair receptors
KW - self-assembly
KW - supramolecular polymers
UR - http://www.scopus.com/inward/record.url?scp=84906951044&partnerID=8YFLogxK
U2 - 10.1002/chem.201403531
DO - 10.1002/chem.201403531
M3 - Article
AN - SCOPUS:84906951044
SN - 0947-6539
VL - 20
SP - 11750
EP - 11759
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 37
ER -