PPSM, ENS Cachan, CNRS, UMR8531, 61 avenue du Président Wilson, 94235 Cachan cedex, France.
LCI, ICMMO, CNRS, Université Paris-Sud, 15 rue Georges Clémenceau, 91405 Orsay Cedex, France.
Beilstein J Org Chem. 2014 Jun 30;10:1471-81. doi: 10.3762/bjoc.10.151. eCollection 2014.
A multichromophoric glucopyranoside 2 bearing three dicyanomethylenepyran (DCM) fluorophores and one diarylethene (DAE) photochrome has been prepared by Cu(I)-catalyzed alkyne-azide cycloaddition reaction. The fluorescence of 2 was switched off upon UV irradiation, in proportion with the open to closed form (OF to CF) conversion extent of the DAE moiety. A nearly 100% Förster-type resonance energy transfer (FRET) from all three DCM moieties to a single DAE (in its CF) moiety was achieved. Upon visible irradiation, the initial fluorescence intensity was recovered. The observed photoswiching is reversible, with excellent photo resistance.
通过 Cu(I)-催化的炔烃-叠氮环加成反应，制备了一种具有三个二氰亚甲基吡喃（DCM）荧光团和一个二芳基乙烯（DAE）光致变色基团的多生色吡喃糖苷 2。2 的荧光在紫外光照射下关闭，与 DAE 部分的开环到闭环形式（OF 到 CF）转换程度成比例。来自所有三个 DCM 部分到单个 DAE（在其 CF 部分）部分的近 100％的福斯特型共振能量转移（FRET）得以实现。在可见光照射下，初始荧光强度得到恢复。观察到的光开关是可逆的，具有优异的光稳定性。
