Preparation, structure, and anion sensing properties of 1,n-diaza[n]ferrocenophanes.
The synthesis of structurally new types of azaferrocenophanes is reported in this note: 4, which comprises a 1,2-fused azaheterocycle to a 1,3-diaza[3]ferrocenophane framework; 1,3-diaza[3]ferrocenophanes 5 and 7, which can be considered as a 1,1'-ferrocenylene N,N'-guanidine or urea, respectively; and 1,3,6,8-tetraza[8]ferrocenophanes 9 and 10, bearing two ureido moieties in the ansa-bridge. These compounds were prepared directly from 1,1'-bis(isocyanato)ferrocene 1 and thoroughly characterized by spectroscopic means. Tetraza[8]ferrocenophanes 9 and 10 show spectral and electrochemical anion-sensing action: they display a selective downfield shift of the urea protons and a cathodic shift of the ferrocene/ferrocinium redox couple with dihydrogenphosphate and fluoride anions. The crystal structure of compound 4 has been determined by single-crystal X-ray methods.
Otón
Francisco
F
Departamento de Quimica Organica, Facultad de Quimica, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, Spain.
Tarraga
Alberto
A
Espinosa
Arturo
A
Velasco
Maria D
MD
Bautista
Delia
D
Molina
Pedro
P