We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Novel Metal-Free Synthesis of 3-Substituted Isocoumarins and Evaluation of Their Fluorescence Properties for Potential Applications.
- Authors
Sun, Mei; Zeng, Chong-Yang; Bu, Lu-Lu; Xu, Mai; Chen, Kai; Liu, Jia-Lin; Zhang, Tao; Dai, Jia-You; Hong, Jia-Xin; Ding, Ming-Wu
- Abstract
A novel metal-free synthesis of 3-substituted isocoumarins through a sequential O-acylation/Wittig reaction has been established. The readily accessible (2-carboxybenzyl)-triphenylphosphonium bromide and diverse chlorides produced various 1H-isochromen-1-one in the presence of triethylamine, employing sequential O-acylation and an intramolecular Wittig reaction of acid anhydride. Reactions using these facile conditions have exhibited high functional group tolerance and excellent yields (up to 90%). Moreover, the fluorescence properties of isocoumarin derivatives were evaluated at the theoretical and experimental levels to determine their potential application in fluorescent materials. These derivatives have good photoluminescence in THF with a large Stokes shift and an absolute fluorescence quantum yield of up to 14%.
- Subjects
FLUORESCENCE yield; FLUORESCENCE; ISOCOUMARINS; WITTIG reaction; STOKES shift; COUMARINS
- Publication
Molecules, 2024, Vol 29, Issue 11, p2449
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29112449