Divergent Reactivity of Diketopyrrolopyrroles: Ring-Opening with Amines

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Authors: Vítor A. S. Almodôvar, Gonçalo F. Oliveira, Nuno R. Candeias, Filipe A. Almeida Paz, Augusto C. Tomé
Cited by: 0
References: 24

Abstract

We report an unprecedented reaction of a diketopyrrolopyrrole (DPP) with primary and secondary amines that results in the ring-opening of the core with loss of its fluorescence. The various characterization techniques used in this study, such as X-ray diffraction, NMR spectroscopy, mass spectrometry, and UV-vis analysis, warrant accurate identification of the structures of the newly synthesized compounds. DFT studies were also performed in order to understand the mechanism associated with this reaction.

Fields of Study & Subjects

Synthesis and Characterization of Pyrroles Luminescence and Fluorescent Materials Porphyrin and Phthalocyanine Chemistry

Publication details

Journal / source
Organic Letters
Volume
28
Issue
6
Pages
1936–1940
Publication date
30 January 2026
Language
EN