RT Journal Article T1 Chiral microneedles from an achiral bis(boron dipyrromethene): spontaneous mirror symmetry breaking leading to a promising photoluminescent organic material A1 Gartzia-Rivero, Leire A1 Ray Leiva, César A1 Sánchez Carnerero, Esther M. Márquez A1 Bañuelos, Jorge A1 Moreno Jiménez, Florencio A1 Lora Maroto, Beatriz A1 García Moreno, Inmacualada A1 Infantes, Lourdes A1 Méndez Martín, María Bianchi A1 López Arbeloa, Íñigo María AB Supramolecular self-assembly of a highly flexible and achiral meso bis(boron dipyrromethene) [bis-(BODIPY)] dye straightforwardly yields fluorescent micro-fibers, exhibiting an intriguing anisotropic photonic behavior. This performance includes the generation of chiroptical activity owing to spontaneous mirror symmetry breaking (SMSB). Repetition of several self-assembly experiments demonstrates that the involved SMSB is not stochastic but quasi deterministic in the direction of the induced chiral asymmetry. The origin of these intriguing (chiro)photonic properties is revealed by fluorescent microspectroscopy studies of individual micrometric objects, combined with X-ray diffraction elucidation of microcrystals. Such a study demonstrates that J-like excitonic coupling between bis(BODIPY) units plays a fundamental role in their supramolecular organization, leading to axial chirality. Interestingly, the photonic behavior of the obtained fibers is ruled by inherent nonradiative pathways from the involved push-pull chromophores, and mainly by the complex excitonic interactions induced by their anisotropic supramolecular organization. PB American Chemical Society SN 0743-7463 YR 2019 FD 2019-04-09 LK https://hdl.handle.net/20.500.14352/13353 UL https://hdl.handle.net/20.500.14352/13353 LA eng NO ©2019 American Chemical Society Artículo firmado por más de diez autoresWe gratefully acknowledge the Spanish Ministerio de Economia y Competitividad for financial support (projects MAT2017-83856-C3-1-P, 2-P and 3-P). We also acknowledge Gobierno Vasco for financial support (project IT912-16). NO Ministerio de Economía y Competitividad (MINECO) NO Gobierno Vasco DS Docta Complutense RD 6 oct 2024