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

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--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.

Spectroscopic and Photo-Physical Properties of Near-IR Laser Dye in Novel Benign Green Solvents

“…Dyes, that can act as spectroscopic sensors, are molecules capable of adjusting their optical properties depending on a difference in the chemical and physical properties of their surroundings [14]. Therefore, some photo-physical properties of IR-792 were studied in different categories of host materials.…”

Rational Design of a User-Friendly Aptamer/Peptide-Based Device for the Detection of Staphylococcus aureus

“…We finally created a device where the fluorescent chip, loaded with the labeled peptide, looses fluorescence upon bacterium displacement and consequent peptide release in the fluid. A colorimetric switch as a detected signal could also be possible by preparing peptides labeled with solvatochromic fluorophores [ 83 , 84 ].…”

A Ag2CO3/TFA-catalyzed intramolecular annulation approach to imidazo[1,2-c][1,3]oxazin-5-one derivatives

“…1a). The second method involves transition-metal catalysts including Au, 14,22–24 Ag, 25–27 Pt, 28,29 In, 30 B, 31,32 Cu, 33–35 and Fe 36,37 providing a competition between 5- exo-dig and 6- endo-dig cyclizations (Fig. 1b).…”