Bioinspired heterocyclic partnership in a cyanine-type acidichromic chromophore

ML Alfieri, L Panzella, M d'Ischia, A Napolitano - Molecules, 2020 - mdpi.com
A new red hair-inspired 1, 4-benzothiazine-based scaffold is disclosed herein, built upon a
modular D-π-A architecture via condensation of the easily accessible 3-phenyl-2 H-1, 4 …

A cyanine-type homolog of the red hair bibenzothiazine chromophore combining reversible proton-sensing with a hydrophobic-to-hydrophilic switching response

ML Alfieri, L Panzella, O Crescenzi, M d'Ischia… - Dyes and …, 2022 - Elsevier
Abstract Δ 2, 2'-bi-(2H-1, 4-benzothiazine) chromophore of trichochrome pigments occurring
in red hair and feathers has been recognized as a source of inspiration for the design of …

The multifaceted opportunities provided by the pheomelanin-inspired 1, 4-benzothiazine chromophore: A still-undervalued issue

ML Alfieri, L Panzella - Molecules, 2023 - mdpi.com
1, 4-Benzothiazines are the main building blocks of the naturally occurring pheomelanin
pigments, and their chromophoric properties have been strongly related to the well-known …

Synthesis of pH-sensitive benzothiazole cyanine dye derivatives containing a pyridine moiety at the meso position

WR Lovett, A Al Hamd, S Casa, M Henary - Dyes and Pigments, 2021 - Elsevier
Four benzothiazole-derived pentamethine cyanine dyes were synthesized with a pyridine
moiety at the meso-position of the methine chain with a reaction yield of 89–93%. These …

Design and synthesis of multi-stimuli responsive π-extended phenothiazine aldehydes: Solvatochromism, acidochromism, moisture detection and fluorochromic …

R Kumari, MD Milton - Dyes and Pigments, 2022 - Elsevier
A series of phenothiazine-based A-π-DA type 'push-pull'molecules containing sites sensitive
to external stimuli was designed and synthesized by phase transfer Heck coupling reaction …

Facile “one pot” route to the novel benzazulene-type dye class: asymmetric, derivatizable, 5-7-6 fused ring puckered half BODIPY design

DP Murale, KM Lee, K Kim, DG Churchill - Chemical communications, 2011 - pubs.rsc.org
A novel fluorescent difluoroboroazaoxobenzazulene dye has been synthesized from
commercially available substrates in “one pot”; it was characterized structurally and …

A phenothiazine coumarin-based red emitting fluorescent probe for nanomolar detection of thiophenol with a large Stokes shift

W Chen, X Yue, W Li, Y Hao, L Zhang, L Zhu… - Sensors and Actuators B …, 2017 - Elsevier
By introducing phenothiazine framework as an electron donating component, we have
developed a unique deep-red functional fluorescent dye 5b, bearing excellent photophysical …

The Δ2,2′‐Bi(2H‐1,4‐benzothiazine) Structural Motif of Red Hair Pigments Revisited: Photochromism and Acidichromism in a Unique Four‐State System

L Leone, O Crescenzi, A Napolitano… - European Journal of …, 2012 - Wiley Online Library
Complete spectral and computational characterization of Δ2, 2′‐bi (2H‐1, 4‐
benzothiazine)(BBTZ) demonstrated that the structures of the stable yellow form and the …

Spiro N-oxidized pyrrolidone-appended hemicyanine: Synthesis, lower pH-sensing and colormetric temperature sensing

L Wang, Y Zhang, M Yan, Z Fan, J Zhao - Dyes and Pigments, 2020 - Elsevier
Three novel spiro N-oxidized pyrrolidone-appended hemicyanine derivatives have been
synthesized and characterized by 1 H NMR, 13 C NMR, UV–Vis and HRMS. The molecular …

Red hair benzothiazines and benzothiazoles: Mutation-inspired chemistry in the quest for functionality

A Napolitano, L Panzella, L Leone… - Accounts of Chemical …, 2013 - ACS Publications
Nature provides a primary source of leads for the design of π-conjugated organic
chromophores and other functional molecular systems useful for molecular recognition, light …