The strategic design, synthesis, and thorough characterizations of a redox-active BODIPY-based tripodal system ( displaying efficient aggregation-induced emission (AIE), great sensitivity toward the viscosity of a medium, ability for triplet photosensitization, singlet oxygen generation, and photooxidation have been described. The photophysical properties of in various solvents and in the solid state have been extensively investigated. It displayed efficient AIE and green (∼520) emission in acetonitrile/ether mixture and red (∼621 nm) emission in the solid state. Detailed viscosity-dependent studies suggested that it can act as a fluorescent molecular rotor. Triplet photosensitization, singlet oxygen generation, and photooxidation studies in the presence of 1,3-diphenylisobenzofuran and 1,5-dihydroxyl naphthalene suggested its high efficiency toward intersystem crossing and singlet oxygen generation. Detailed electrochemical investigations suggested the redox activity of the system. Hence, this system represents multifunctional features and can be applied as a functional material for various applications.
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