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The [Delta]2,2'-Bi(2H-1,4-benzothiazine) Structural Motif of Red Hair Pigments Revisited: Photochromism and Acidichromism in a Unique Four-State System

European journal of organic chemistry, 2012-09, Vol.2012 (27), p.5136 [Peer Reviewed Journal]

Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim ;ISSN: 1434-193X ;EISSN: 1099-0690 ;DOI: 10.1002/ejoc.201200673

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  • Title:
    The [Delta]2,2'-Bi(2H-1,4-benzothiazine) Structural Motif of Red Hair Pigments Revisited: Photochromism and Acidichromism in a Unique Four-State System
  • Author: Leone, Loredana ; Crescenzi, Orlando ; Napolitano, Alessandra ; Barone, Vincenzo ; d'Ischia, Marco
  • Subjects: Pigments
  • Is Part Of: European journal of organic chemistry, 2012-09, Vol.2012 (27), p.5136
  • Description: Complete spectral and computational characterization of [Delta]2,2'-bi(2H-1,4-benzothiazine) (BBTZ) demonstrated that the structures of the stable yellow form and the photogenerated red form were assigned incorrectly and should be revised to the cis (Z) and trans (E) isomers, respectively. A blue elusive dication generated upon further protonation of the violet cationic form was also identified by UV spectroscopy and DFT calculations. On the basis of these data, BBTZ can be appreciated as a robust four-state system for various applications.
  • Publisher: Weinheim: Wiley Subscription Services, Inc
  • Language: English
  • Identifier: ISSN: 1434-193X
    EISSN: 1099-0690
    DOI: 10.1002/ejoc.201200673
  • Source: Alma/SFX Local Collection
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