Engineering Photolabile Cyclopentane-Fused Coumarins: From One-Pot Synthesis to Mechanistic Study for Visible Light-Triggered Photolysis.

ABSTRACT: A series of cyclopentane-fused coumarins were synthesized via a one-pot Heck-Aldol annulation cascade from diethylaminocoumarin derivative and evaluated as visible light-responsive photocages. Compared to conventional coumarin photocages, these fused systems exhibited substantially different photolysis behavior. UV-vis spectroscopic analysis showed distinctive evolution of absorption profiles during photolysis, with pronounced bathochromic shifts and emergence of new bands at 405-415 nm, contrasting sharply with the minimal spectral changes seen in conventional photocages. Kinetic studies revealed that the cyclopentane-fused derivatives underwent significantly slower photorelease (k = 0.2106 h^-1) and lower photolytic quantum yields (Φ_u = 1.0 × 10^-3) than no

SUBMITTER: Lin JT 

PROVIDER: S-EPMC12498183 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature