“…Among various fluorophores, boron–dipyrromethenes (Bodipys) (Scheme A), since first reported by Treibs and Kreuzer in 1968, have emerged as a fascinating class of fluorescent dyes in the past few decades due to their excellent photophysical properties including bright fluorescence, narrow emission bandwidth, resistance to photobleaching, and environment insensitivity. − Moreover, the rich chemistry of Bodipys also allows a large number of red to near-infrared (NIR) Bodipy derivatives to be constructed to improve tissue penetration depth and signal-to-background ratio and reduce photodamage. , As a result, Bodipys and their red to NIR derivatives have widely been utilized as fluorescent labels and indicators for various bioimaging applications. − In addition, due to the high singlet oxygen ( 1 O 2 ) quantum yield, large light–dark toxicity ratios, high photostability, and facile structural modification, the Bodipy-based photosensitizers have been recognized to be the best potential candidates for photodynamic therapy except for conventional porphyrin derivatives. − Despite all of these advantages, typical Bodipys and their derivatives, however, are inherently lipophilic and thus have poor water solubility, which often results in the nonfluorescent aggregates in aqueous solution and also seriously limits their bioavailability to cells and tissues. − Moreover, the strong lipophilicity also increases their tendency to accumulate into cellular lipophilic components, thereby decreasing the contrast between specific and nonspecific staining and in turn affecting accurate assessment of cellular events of interest . This is why many strategies had to be employed to endow Bodipys with appropriate water solubility, e.g., through addition of hydrophilic groups, such as sulfonates, phosphonates, carbohydrates, and polyethylene glycols, − or formation of water-soluble nanoparticles via polymer encapsulation or host–guest interactions. ,− However, the complex synthesis, reduced sites for further functionalization, decreased cell membrane permeability caused by the attached ionic groups, and possible dye leakage from nanoparticles may make these methods complicated in some cases. In this work, by applying a one-atom B → C replacement strategy to conventional Bodipy scaffolds, we present a new class of cationic fluorescent dyes, i.e., ...…”