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Single\u2010crystal X\u2010ray crystallographic analyses show that the torsion angle between BODIPY and perylene units lie between 73.54 and 74.51, though they are not orthogonal. Both compounds show intense, charge transfer absorption and emission profiles, confirmed by resonance Raman spectroscopy and consistent with DFT calculations. The emission quantum yield was solvent dependent but the emission profile remained characteristic of CT transition across all solvents explored. Both BODIPY derivatives were found to be effective sensitizers of TTA\u2010UC with perylene annihilator in dioxane and DMSO. Intense anti\u2010Stokes emission was observed, and visible by eye from these solvents. Conversely, no TTA\u2010UC was observed from the other solvents explored, including from non\u2010polar solvents such as toluene and hexane that yielded brightest fluorescence from the BODIPY derivatives. In dioxane, the power density plots obtained were strongly consistent with TTA\u2010UC and the power density threshold, the I\n                    <jats:sup>th<\/jats:sup>\n                    value (the photon flux at which 50\u2009% of \u03a6TTAUC is achieved), for B2PI was observed to be 2.5x lower than of B2P under optimal conditions, an effect ascribed to the combined influence of spin\u2010orbit charge transfer intersystem crossing (SOCT\u2010ISC) and heavy metal on the triplet state formation for B2PI.\n                  <\/jats:p>","DOI":"10.1002\/chem.202300239","type":"journal-article","created":{"date-parts":[[2023,2,21]],"date-time":"2023-02-21T13:04:59Z","timestamp":1676984699000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["BODIPY\u2010Perylene Charge Transfer Compounds; Sensitizers for Triplet\u2010Triplet Annihilation 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