Bifunctional Indenyl-Derived Receptors for Fluoride Chelation and Detection

作者: Rémi Tirfoin , Joseph A. B. Abdalla , Simon Aldridge

DOI: 10.1002/CHEM.201501547

关键词:

摘要: Anion receptors based on a [CpFe(indenyl)] scaffold offer the possibility for incorporation of adjacent Lewis acidic functions onto six-membered carbocyclic framework, while at same time retaining colorimetric/electrochemical reporter mechanisms available to synthetically simpler ferrocene systems. Thus, systems featuring mutually ortho BMes2 and PPh2 Me(+) substituents (with either 4,5 or 5,6 regiochemistry) are accessible which capable cooperative fluoride ion fixation. Simultaneous binding borane phosphonium centres can be established by spectroscopic, structural computational approaches, is responsible favourable thermodynamics associated with F(-) uptake. in contrast simple systems, found more than uptake cyanide (which interacts only acid). Moreover, case 4-(MePh2 P)-5-(Mes2 B)-7-Me-indenyl derivative, chelation signalled not large cathodic shift Fe(II) /Fe(III) potential (>500 mV THF), but also distinct colour change from green (for free receptor) maroon adduct.

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