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Updated: Mar 8, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Dipyrrin-Bis(N-Confused Porphyrin) Conjugate: Synthesis, Synergetic Ligation and Chirality Sensing
Jacek Wojaczyński1, Justyna Maciołek1, Piotr J Chmielewski1
1Department of Chemistry, University of Wrocław, F. Joliot-Curie 14, 50383, Wrocław, Poland.
Abstract:
A fully conjugated system 4 consisting of two 2-aza-21-carbaporphyrin (NCP) subunits bridged by dipyrrin was synthesized by a highly selective condensation of 3-pyrrole-NCP 2 with aryl aldehydes. The free base 4 as well as its silver(III) complex 5 exhibited flexibility of the bridge allowing synergetic binding of AgI , thus leading to a mixed-valence tetraporphyrinic assembly consisting of eight silver atoms which was characterized both in the solid state and in solution. Binding of chiral acid by 4 and 5 was shown by observation of an induced optical activity of the adducts.
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