Red-Hair-Inspired Chromogenic System Based on a Proton-Switched Dehydrogenative Free-Radical CouplingClick to copy article linkArticle link copied!
- Loredana Leone
- Orlando Crescenzi
- Riccardo Amorati
- Luca Valgimigli
- Alessandra Napolitano
- Vincenzo Barone
- Marco d’Ischia
Abstract
In the presence of micromolar peroxides or biometals (Fe(III), Cu(II), V(V) salts), and following a strong acid input, the stable 3-phenyl-2H-1,4-benzothiazine is efficiently converted to a green-blue Δ2,2′-bi(2H-1,4-benzothiazine) chromophore via dehydrogenative coupling of a 1,4-benzothiazinyl radical. The new system is of potential practical interest for colorimetric peroxide and redox biometal detection.
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- Maria Laura Alfieri, Lucia Panzella, Orlando Crescenzi, Marco d’Ischia, Alessandra Napolitano. A cyanine-type homolog of the red hair bibenzothiazine chromophore combining reversible proton-sensing with a hydrophobic-to-hydrophilic switching response. Dyes and Pigments 2022, 197 , 109872. https://doi.org/10.1016/j.dyepig.2021.109872
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- Loredana Leone, Alessandro Pezzella, Orlando Crescenzi, Alessandra Napolitano, Vincenzo Barone, Marco d'Ischia. Trichocyanines: a Red-Hair-Inspired Modular Platform for Dye-Based One-Time-Pad Molecular Cryptography. ChemistryOpen 2015, 4
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- Alessandra Napolitano, Lucia Panzella, Giuseppe Monfrecola, Marco d'Ischia. Pheomelanin-induced oxidative stress: bright and dark chemistry bridging red hair phenotype and melanoma. Pigment Cell & Melanoma Research 2014, 27
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