Impact of the Keto–Enol Tautomeric Equilibrium on the BODIPY Chromophore | Zendy

Volker Leen | Zendy; Marina Laine | Zendy; Joseph Molisho Ngongo | Zendy; Paweł Lipkowski | Zendy; Bram Verbelen | Zendy; Andrzej Kochel | Zendy; Wim Dehaen | Zendy; Mark Van der Auweraer | Zendy; В. А. Надточенко | Zendy; Aleksander Filarowski | Zendy

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Impact of the Keto–Enol Tautomeric Equilibrium on the BODIPY Chromophore

Author(s) -

Volker Leen,

Marina Laine,

Joseph Molisho Ngongo,

Paweł Lipkowski,

Bram Verbelen,

Andrzej Kochel,

Wim Dehaen,

Mark Van der Auweraer,

В. А. Надточенко,

Aleksander Filarowski

Publication year - 2018

Publication title -

the journal of physical chemistry a

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.756

H-Index - 235

eISSN - 1520-5215

pISSN - 1089-5639

DOI - 10.1021/acs.jpca.8b03489

Subject(s) - tautomer , chromophore , keto–enol tautomerism , enol , chemistry , bodipy , philosophy , photochemistry , stereochemistry , biochemistry , physics , quantum mechanics , fluorescence , catalysis

An intramolecular tautomeric fluorescent BODIPY sensor has been designed and synthesized. The obtained BODIPY dye is a combination of the 4-bora- 3a, 4a-diaza- s-indacene core and a diketone fragment. The study of conformational equilibria in the ground and excited states has been completed for a broad range of solvent polarity by steady state and NMR methods as well as by DFT and TD-DFT calculations. The interpretation of the unique emission observed in hydrogen bond accepting solvents upon the excitation of the fluorescent dye in the S 0 -S 2 ransition has been accomplished. The Jablonski diagram has been analyzed for the observed processes in the BODIPY dye studied on the basis of DFT and TD-DFT calculations.

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