Quinoline-Derived Two-Photon-Sensitive Octupolar Probes

被引:7
|
作者
Dunkel, Petra [1 ]
Petit, Morgane [1 ]
Dhinnane, Hamid [1 ]
Blanchard-Desce, Mireille [2 ]
Ogden, David [3 ]
Dalko, Peter I. [1 ]
机构
[1] Univ Paris 05, Lab Chim & Biochim Pharmacol & Toxicol, 45 Rue St Peres, F-75270 Paris 06, France
[2] Univ Bordeaux, ISM CNRS UMR5255, Batiment A72,357 Cours Liberat, F-33405 Talence, France
[3] Univ Paris 05, Lab Physiol Cerebrale, 45 Rue St Peres, F-75270 Paris 06, France
来源
CHEMISTRYOPEN | 2017年 / 6卷 / 05期
关键词
caged compounds; nonlinear optics; photolysis; protecting groups; reactive intermediates; ENHANCED RAMAN-SCATTERING; UP-CONVERSION EMISSION; OPAL PHOTONIC CRYSTALS; PHOTOCATALYTIC ACTIVITY; GOLD NANOPARTICLE; SILICA SPHERES; POLYSTYRENE; AG; FABRICATION; SUBSTRATE;
D O I
10.1002/open.201700097
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A systematic study on quinoline-derived light sensitive probes, having third-order rotational symmetry is presented. The electronically linked octupolar structures show considerably improved linear and nonlinear photophysical properties under one- and two-photon irradiation conditions compared to the corresponding monomers. Photolysis of the three acetate derivatives shows strong structure dependency: whereas irradiation of the 6- and 7-aminoquinoline derivatives resulted in fast intramolecular cyclization and only trace amounts of fragmentation products, the 8-aminoquinoline derivative afforded clean and selective photolysis, with a sequential release of their acetate groups (delta(730J)(0) = 0.67 GM).
引用
收藏
页码:660 / 667
页数:8
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