Stereochemical and Steric Control of Photophysical and Chiroptical Properties in Bichromophoric Systems. Issue 15 (6th February 2018)

• Record Type: Journal Article
• Authors: Blázquez‐Moraleja, Alberto; Cerdán, Luis; García‐Moreno, Inmaculada; Avellanal‐Zaballa, Edurne; Bañuelos, Jorge; Jimeno, M. Luisa; López‐Arbeloa, Iñigo; Chiara, Jose Luis
• Is Part Of: Chemistry. Volume 24:Issue 15(2018)
• Page Start: 3802
• Page End: 3815
• Publication Date: 2018-02-06
• Subjects: atomistic simulations -- chromophores -- dyes/pigments -- fluorescence -- lasers; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201705698
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Stereochemical and steric control of the relative spatial arrangement of the chromophoric units in multichromophoric systems offers an interesting strategy for raising unusual and appealing light‐induced emission states. To explore and exploit this strategy, a series of conformationally restricted boron–dipyrromethene (BODIPY) dimers were designed by using tartaric acid as a symmetrical connector between the boron atoms of the dyes. The variety of stereoisomeric forms available for this bis(hydroxy acid) allows the relative spatial orientation of the chromophoric units in the dimer to be modified, which thus opens the door to modulation of the photophysical and chiroptical properties of the new bichromophoric systems. Chromophore alkylation introduces an additional level of control through distance‐dependent steric interactions between the BODIPY units in the dimer, which also modulates their relative spatial disposition and properties. Abstract : Taking control : Dimerization of O ‐BODIPY ( O ‐boron–dipyrromethene) dyes through their boron atoms by using a tartaric acid connector enables stereochemical control of the photophysical and chiroptical properties in a bichromophoric system. Chromophore alkylation introduces an additional level of control through steric modulation of the dimer structure. This novel strategy could open new avenues in the development of advanced photonic materials.