Thiophene-Fused BODIPY Dimers and Tetramers from Oxidative Aromatic Couplings as Near-Infrared Dyes
Qingbao Gong, Qinghua Wu, Xing Guo, Heng Li, Wanwan Li, Changjiang Yu, Erhong Hao, Lijuan Jiao
Abstract
We describe a straightforward, postmodification synthesis for a family of thiophene-fused BODIPY dimers and tetramers through transforming flexible sulfur bridges into coplanar thiophene fusions. FeCl3 was used as a bifunctional oxidant for both intramolecular and intermolecular oxidative aromatic coupling reactions. Oxidative fusion and dimerization gave strong red-shift absorptions from 509 nm for a BODIPY monomer to 830 nm for a tetramer.
Topics & Concepts
BODIPYChemistryThiopheneIntramolecular forceTetramerPhotochemistryOxidative phosphorylationMonomerIntermolecular forceOxidative coupling of methaneDimerPolymerizationStereochemistryMoleculeFluorescenceOrganic chemistryPolymerCatalysisPhysicsBiochemistryQuantum mechanicsEnzymeLuminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsPolydiacetylene-based materials and applications