Issue 4, 2007
From the journal:

Photochemical & Photobiological Sciences

The chemistry of 6-hydroxyflavylium: zwitterionic base and p-quinoidal chalcones. A multiswitchable system operated by proton, electron and photon inputs†‡

Antonio Jimenez,a   Carlos Pinheiro,b   A. Jorge Parola,b   Mauro Maestric  and  Fernando Pina*b  

* Corresponding authors

a Departamento de Química Inorganica e Organica, Universidad Jaen, Spain

b REQUIMTE, Departamento de Química, Universidade Nova de Lisboa, Caparica, Portugal
E-mail: fjp@dq.fct.unl.pt

c Dipartimento di Chimica “G. Ciamician”, Università di Bologna, via Selmi 2, Bologna, Italy
E-mail: mmaestri@ciam.unibo.it

Abstract

The complex network of chemical reactions of the compound 6-hydroxyflavylium perchlorate was studied by different techniques including UV-vis absorption spectrophotometry, stopped-flow, electrochemistry, and photochemistry. The network is characterized by the formation of a very reactive zwitterionic base as well as by p-quinoidal chalcones. The trans-chalcone is metastable in very acidic solutions and exhibits reversible redox reactions, allowing to introduce for the first time in the flavylium network an electrochemical input.

Graphical abstract: The chemistry of 6-hydroxyflavylium: zwitterionic base and p-quinoidal chalcones. A multiswitchable system operated by proton, electron and photon inputs

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Article information

DOI
https://doi.org/10.1039/B615464F
Article type
Paper
Submitted
24 Oct 2006
Accepted
11 Jan 2007
First published
13 Feb 2007

Photochem. Photobiol. Sci., 2007,6, 372-380

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The chemistry of 6-hydroxyflavylium: zwitterionic base and p-quinoidal chalcones. A multiswitchable system operated by proton, electron and photon inputs

A. Jimenez, C. Pinheiro, A. Jorge Parola, M. Maestri and F. Pina, Photochem. Photobiol. Sci., 2007, 6, 372 DOI: 10.1039/B615464F

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