Cardano, Francesca

Giordani, Silvia

English

Institutional Research Information System University of Turin

Photochemical and Photophysical Studies of Coumarin and Carbazole Fluorophores Conjugated with Photochromic SubunitsFrancesca Cardano1,2, Mercedes M.A. Mazza3, James D. Baker4, Silvia Giordani1,5 and Françisco M. Raymo*31 Nano Carbon Materials Laboratory, Istituto Italiano di Tecnologia (IIT), Via Livorno 60, Turin, Italy2 Department of Chemistry and Industrial Chemistry, University of Genoa, Via Dodecaneso 31, Genoa, Italy3Laboratory for Molecular Photonics, Department of Chemistry, University of Miami, 1301 Memorial Drive, Coral Gables, FL 33146-04314 Department of Biology, University of Miami, 1301 Memorial Drive, Coral Gables, FL 33146-04315 Department of Chemistry, University of Turin, Via Giuria 7, Turin, ItalyE-mail: francesca.cardano@iit.itREFERENCES[1] Deniz, E.; Sortino, S.; Raymo, F. M. J. Phys. Chem. Lett. 2010, 1, 3506-3509.[2] Garcia-Amorõs, J.; Swaminathan, S.; Sortino, S.; Raymo, F. M. Chem. - A Eur. J. 2014, 20, 10276-10284.ACKNOWLEDGEMENTSThe National Science Foundation (CHE-1505885) and Istituto Italiano di Tecnologia are acknowledged for financial support.INTRODUCTIONThe design and synthesis of photoswitchable probes through covalentattachment of fluorophores as coumarin and carbazole to oxazinephotochrome has allowed the assembly of photochromicsystems that exposed to several external stimuli have shown a reversible opening of the oxazine ring that bathochromically shifts the absorption of the fluorophores itself 1,2. CONCLUSIONSThe obtained preliminary evidences have identified these photoswitchable probes as potential candidates for the determination of physical parametersin aqueous environments.DESCRIPTION of the PROJECT Study of a small library of photoswitchable compounds in a  mixture of organic solvent and water to pave the way to sensing applications in the biological realm.Scaffolds involved: Photochromes: oxazine and oxazolidineFluorophores: coumarin and carbazoleSynthetic Scheme and Equilibria1 2                    3                   41a                      2a                  3a                4aCLOSE form OPEN form_Spectroscopic features related to structuralchanges are studied in accuratechemical-physical conditions_UV-Vis absorption spectroscopyFluorescence emission spectroscopyConfocal imaging analysisSpectroscopic InvestigationsOXAZINESOXAZOLIDINES--- EXPERIMENTAL RESULTS ---In aqueous media all the compoundstested exist in their ring opened forms, due to the formation of Hydrogen Bonds➢ Absorption is bathochromically shifted➢ Reversiblity of the process

PHOTOCHEMICAL AND PHOTOPHYSICAL STUDIES OF COUMARIN AND CARBAZOLE FLUOROPHORES CONJUGATED WITH PHOTOCHROMIC SUBUNITS

https://iris.unito.it/bitstream/2318/1883861/2/FRANCESCA_poster_PHOTOIUPAC_07.04.2018.pdf

PHOTOCHEMICAL AND PHOTOPHYSICAL STUDIES OF COUMARIN AND CARBAZOLE FLUOROPHORES CONJUGATED WITH PHOTOCHROMIC SUBUNITS

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