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Strategic Construction of Sulfur-Bridged BODIPY Dimers and Oligomers as Heavy-Atom-Free Photosensitizers

Qingbao Gong, Qinghua Wu, Xing Guo, Wanwan Li, Long Wang, Erhong Hao, Lijuan Jiao

2021Organic Letters36 citationsDOI

Abstract

An efficient strategy for building sulfur-bridged oligo-BODIPYs based on the SNAr reaction is described. These oligo-BODIPYs showed broadband and strong visible-near-infrared (NIR) light absorption, strong intramolecular exciton coupling, and efficient intersystem crossing (ISC). Generation of 1O2 as well as O2•– under irradiation was found to give high reactive oxygen species generation efficiencies for those oligomers.

Topics & Concepts

ChemistryBODIPYIntramolecular forcePhotochemistryIntersystem crossingSulfurNucleophilic aromatic substitutionReactive intermediateAbsorption (acoustics)Nucleophilic substitutionFluorescenceExcited stateOrganic chemistryCatalysisPhysicsQuantum mechanicsNuclear physicsSinglet stateAcousticsLuminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsPorphyrin and Phthalocyanine Chemistry
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