Literature DB >> 24044762

Red-hair-inspired chromogenic system based on a proton-switched dehydrogenative free-radical coupling.

Loredana Leone1, 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 Δ(2,2')-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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Year:  2013        PMID: 24044762     DOI: 10.1021/ol402161j

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates.

Authors:  Péter Kisszékelyi; Tibor Peňaška; Klára Stankovianska; Mária Mečiarová; Radovan Šebesta
Journal:  Beilstein J Org Chem       Date:  2022-09-09       Impact factor: 2.544

2.  Trichocyanines: a Red-Hair-Inspired Modular Platform for Dye-Based One-Time-Pad Molecular Cryptography.

Authors:  Loredana Leone; Alessandro Pezzella; Orlando Crescenzi; Alessandra Napolitano; Vincenzo Barone; Marco d'Ischia
Journal:  ChemistryOpen       Date:  2015-02-05       Impact factor: 2.911

3.  Bioinspired Heterocyclic Partnership in a Cyanine-Type Acidichromic Chromophore.

Authors:  Maria Laura Alfieri; Lucia Panzella; Marco d'Ischia; Alessandra Napolitano
Journal:  Molecules       Date:  2020-08-21       Impact factor: 4.411

4.  Proton-Sensitive Free-Radical Dimer Evolution Is a Critical Control Point for the Synthesis of Δ2,2'-Bibenzothiazines.

Authors:  Luca Valgimigli; Maria Laura Alfieri; Riccardo Amorati; Andrea Baschieri; Orlando Crescenzi; Alessandra Napolitano; Marco d'Ischia
Journal:  J Org Chem       Date:  2020-08-26       Impact factor: 4.354

  4 in total

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