We prepared a small library of polarity-sensitive fluorescent dyes characterized by an isocoumarin core properly functionalized with a conjugated push-pull system. The key step of the synthesis is based on a regio-selective silver(I)/p-TSA co-catalyzed cyclization of 2-alkynylbenzoates recently optimized in our laboratory. The photophysical properties of isocoumarin-based D-π-A systems have been investigated and a rationale was proposed based on their dipole moments and Hammett constants of the ED and EW groups involved.

Synthesis and photophysical properties of isocoumarin-based D-π-A systems / Pirovano, V.; Marchetti, M.; Carbonaro, J.; Brambilla, E.; Rossi, E.; Ronda, L.; Abbiati, G.. - In: DYES AND PIGMENTS. - ISSN 0143-7208. - 173:(2020), p. 107917. [10.1016/j.dyepig.2019.107917]

Synthesis and photophysical properties of isocoumarin-based D-π-A systems

Marchetti M.;Ronda L.;
2020-01-01

Abstract

We prepared a small library of polarity-sensitive fluorescent dyes characterized by an isocoumarin core properly functionalized with a conjugated push-pull system. The key step of the synthesis is based on a regio-selective silver(I)/p-TSA co-catalyzed cyclization of 2-alkynylbenzoates recently optimized in our laboratory. The photophysical properties of isocoumarin-based D-π-A systems have been investigated and a rationale was proposed based on their dipole moments and Hammett constants of the ED and EW groups involved.
2020
Synthesis and photophysical properties of isocoumarin-based D-π-A systems / Pirovano, V.; Marchetti, M.; Carbonaro, J.; Brambilla, E.; Rossi, E.; Ronda, L.; Abbiati, G.. - In: DYES AND PIGMENTS. - ISSN 0143-7208. - 173:(2020), p. 107917. [10.1016/j.dyepig.2019.107917]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2866804
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