Three-branched coumarin derivatives for two-photon uncaging. How does branching influence the efficacy?
Résumé
In the design of non-linear optical chromophores, the conjugation pathways in multi-branched dyes are known to influence heavily their optical properties. Herein, we investigate this strategy for the design of two-photon (2P) responsive photolabile protecting groups (PPG) by assembling via a triphenylamine core extended coumarinylmethyl derivatives. The experimental study reveals an enhancement of the 2P absorption in the tri-branched compound, but a strikingly different photophysics behaviour resulting in a decrease in bond cleavage efficiency, and aggregation in aqueous acetonitrile. These combined effects results in much poorer 2P uncaging efficiency of the three-branched derivatives. In contrast, the corresponding mono-branched coumarin exhibit very high 2P photochemical efficiency (450 GM).
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