FeCl<sub>3</sub>-promoted regioselective synthesis of BODIPY dimers through oxidative aromatic homocoupling reactions
Zhengxin Kang, Qinghua Wu, Xing Guo, Long Wang, Yin Ye, Changjiang Yu, Hua Wang, Erhong Hao, Lijuan Jiao
Abstract
. This regioselective dimerization was achieved for BODIPYs substituted only in the 5-position with Cl or aryl groups. Further functionalization of the 5,5'-dichloride dimer gave the corresponding pyrrole or 4-(2-aminoethyl)morpholine disubstituted dimers 2f and 2g, respectively. While dimer 2f exhibited intense NIR absorption/emission maxima at 773/827 nm in toluene, dimer 2g showed favorable lysosome-targeting NIR fluorescence in living cells.
Topics & Concepts
BODIPYRegioselectivityOxidative phosphorylationChemistryOxidative coupling of methanePhotochemistryAbsorption (acoustics)Combinatorial chemistryFluorescenceOrganic chemistryMaterials scienceCatalysisBiochemistryQuantum mechanicsPhysicsComposite materialLuminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsMolecular Sensors and Ion Detection