Morpholino-Substituted BODIPY Species: Synthesis, Structure and Electrochemical Studies

Autor: Hawazen Hassanain, E. Stephen Davies, William Lewis, Deborah L. Kays, Neil R. Champness
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Zdroj: Crystals, Vol 10, Iss 1, p 36 (2020)
Druh dokumentu: article
ISSN: 2073-4352
DOI: 10.3390/cryst10010036
Popis: 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.
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