Synthesis of crownophanes possessing bipyridine moieties: bipyridinocrownophanes exhibiting perfect extractability toward Ag+ ion
摘要:
Novel crownophanes with two bipyridine moieties (bipyridinocrownophanes la and 1b) were conveniently prepared by means of intramolecular [2+2] photocycloaddition of vinylbipyridine derivatives. In the liquid-liquid extraction of heavy metal cations, la and 1b exhibited perfect selectivity toward Ag+ with high efficiency. It was found that the ethereal oxygen atoms and the four nitrogen atoms in 1a and 1b acted as ligating sites, according to the high extractability and complexing stability constant for Ag+ compared to those of the corresponding pyridinocrownophanes 4a and 4b. H-1 NMR and ESI-MS analyses suggested that the crownophanes formed a 1:1 complexes with the Ag+ ion. (c) 2006 Elsevier Ltd. All rights reserved.
Synthesis of crownophanes possessing bipyridine moieties: bipyridinocrownophanes exhibiting perfect extractability toward Ag+ ion
摘要:
Novel crownophanes with two bipyridine moieties (bipyridinocrownophanes la and 1b) were conveniently prepared by means of intramolecular [2+2] photocycloaddition of vinylbipyridine derivatives. In the liquid-liquid extraction of heavy metal cations, la and 1b exhibited perfect selectivity toward Ag+ with high efficiency. It was found that the ethereal oxygen atoms and the four nitrogen atoms in 1a and 1b acted as ligating sites, according to the high extractability and complexing stability constant for Ag+ compared to those of the corresponding pyridinocrownophanes 4a and 4b. H-1 NMR and ESI-MS analyses suggested that the crownophanes formed a 1:1 complexes with the Ag+ ion. (c) 2006 Elsevier Ltd. All rights reserved.
Novel crownophanes with two bipyridine moieties (bipyridinocrownophanes la and 1b) were conveniently prepared by means of intramolecular [2+2] photocycloaddition of vinylbipyridine derivatives. In the liquid-liquid extraction of heavy metal cations, la and 1b exhibited perfect selectivity toward Ag+ with high efficiency. It was found that the ethereal oxygen atoms and the four nitrogen atoms in 1a and 1b acted as ligating sites, according to the high extractability and complexing stability constant for Ag+ compared to those of the corresponding pyridinocrownophanes 4a and 4b. H-1 NMR and ESI-MS analyses suggested that the crownophanes formed a 1:1 complexes with the Ag+ ion. (c) 2006 Elsevier Ltd. All rights reserved.