Issue 24, 2021
From the journal:

Physical Chemistry Chemical Physics

A single isomer rotary switch demonstrating anti-Kasha behaviour: Does acidity function matter?†

Anton Georgiev, ORCID logo ab   Dancho Yordanov,cd   Nikolay Vassilev, ORCID logo cd   Vera Deneva,cd   Daniela Nedeltcheva, ORCID logo cd   Ivan Angelovc  and  Liudmil Antonov ORCID logo *c  

* Corresponding authors

a Department of Organic Chemistry, University of Chemical Technology and Metallurgy, 1756 Sofia, Bulgaria

b Institute of Optical Materials and Technologies, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria

c Institute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria
E-mail: lantonov@tautomer.eu

d Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria

Abstract

A novel rotary switch, overcoming the disadvantages of hydrazone based switches with competitive proton acceptor sub-rotors, has been designed. The new compound contains a pyridyl ring and a COOH group as sub-rotors, which provides engagement of the pyridyl nitrogen atom and leads to the existence of a single isomer in the ground state. The availability of acidic functionality in the rotor creates conditions for excited state intramolecular proton transfer (ESIPT), which exhibits anti-Kasha behavior.

Graphical abstract: A single isomer rotary switch demonstrating anti-Kasha behaviour: Does acidity function matter?

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Article information

DOI
https://doi.org/10.1039/D1CP01378E
Article type
Paper
Submitted
29 Mar 2021
Accepted
24 May 2021
First published
24 May 2021

Phys. Chem. Chem. Phys., 2021,23, 13760-13767

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A single isomer rotary switch demonstrating anti-Kasha behaviour: Does acidity function matter?

A. Georgiev, D. Yordanov, N. Vassilev, V. Deneva, D. Nedeltcheva, I. Angelov and L. Antonov, Phys. Chem. Chem. Phys., 2021, 23, 13760 DOI: 10.1039/D1CP01378E

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