Synthesis, X-ray structure, and anion-binding properties of a cryptand-like hybrid calixpyrrole.
The novel cryptand in/out-3, containing two tripyrrolemethane units bridged by three 1,3- diisopropylidenbenzene arms, was readily synthesized by a convergent three-step synthesis. It binds fluoride by inclusion with excellent selectivity with respect to a number of other tested anions. The structure of the free receptor and that of its fluoride complex were investigated in solution by NMR spectroscopy. The solid-state X-ray structure of the free cryptand 3 was also determined.
Cafeo
Grazia
G
Dipartimento di Chimica Organica e Biologica, Università di Messina, viale Ferdinando Stagno D'Alcontres 31, 98166 Messina, Italy.
Colquhoun
Howard M
HM
Cuzzola
Angela
A
Gattuso
Mario
M
Kohnke
Franz H
FH
Valenti
Luca
L
White
Andrew J P
AJ
D000838:Anions / Q000737:chemistry; D001665:Binding Sites; D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000838:Anions; D011758:Pyrroles; D047250:Calixarenes