Morpholino-substituted BODIPY species: synthesis, structure and electrochemical studies

Hassanain, Hawazen, Davies, E. Stephen, Lewis, William, Kays, Deborah L. ORCID: https://orcid.org/0000-0002-4616-6001 and Champness, Neil R. 2020. Morpholino-substituted BODIPY species: synthesis, structure and electrochemical studies. Crystals 10 (1) , 36. 10.3390/cryst10010036

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Abstract

Functionalization of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) chromophores at the 2,6-positions with iodo substituents and morpholino-substituted α-methyl groups affords molecules with strong absorbance in the visible spectrum. The effect of such substitution on the solid-state arrangements, absorption, fluorescence and electronic properties of these dye molecules is reported. The spectroscopic and spectroelectrochemical measurements display intense absorptions in the UV-visible spectrum with bathochromic shifts, in comparison to unfunctionalized BODIPY, and a positive shift in redox potentials due to functionalisation of the BODIPY core. Halogen bonds are observed in the solid-state structures of both halogenated BODIPY species, which in one case leads to the formation of an unusual halogen bonded framework.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	MDPI
ISSN:	2073-4352
Date of Acceptance:	11 January 2020
Last Modified:	10 Jul 2024 16:15
URI:	https://orca.cardiff.ac.uk/id/eprint/170307

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