Carbazole-embedded p-benziporphyrinoid: synthesis, structure and a reversible chemodosimeter for mercury(ii) ions

Abstract

The first carbazole-embedded p-benziporphyrinoid is synthesized by a [3+1] acid-catalyzed condensation between appropriate coupling partners. The macrocycle 1 exhibited orange emission and showed a large Stokes shift of 5831 cm⁻¹. Intriguingly, it shows a selective affinity towards Hg²⁺ ions over other metal-ions in a reversible manner. Job's plot confirmed the 1 : 1 stoichiometry with unambiguous confirmation of both 1 and 1-Hg by single crystal X-ray analysis.