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Dual Application of (Aqua)(Chlorido)(Porphyrinato)Chromium(III) as Hypersensitive Amine-Triggered ON Switch and for Dioxygen Activation

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journal contribution
posted on 2014-10-20, 00:00 authored by Philip Heier, Nicolas D. Boscher, Patrick Choquet, Katja Heinze
Although synthesis and substitution reactions of chlorido chromium­(III) porphyrins CrIII(TPP)­(Cl)­(L) (H2TPP = 5,10,15,20-tetraphenyl porphyrin, L = pyridine, H2O, ROH, etc.), have been well-established in coordination chemistry for decades, an unexpected dichotomous reactivity of CrIII(TPP)­(Cl)­(H2O) (1) toward amines is disclosed here. This reactivity leads to the application of 1 as highly sensitive substoichiometric and irreversible ON switch for amine detection by an autocatalytic pathway. The concomitant activation of O2 by the 1/amine system is furthermore exploited in an electrochemically driven epoxidation of norbonene using O2 as initial oxidant.