CRYSTAL STRUCTURE AND SPECTRAL LUMINESCENT PROPERTIES OF MONOIODO–SUBSTITUTED BOROFLUORIDE COMPLEX WITH DIPYRROLYLMETHENE
G. B. Guseva, E. V. Antina, E. N. Nuraneeva, M. B. Berezin, A. I. V`yugin
Krestov Institute of Solution Chemistry, Russian Academy of Sciences, Ivanovo, Russia
Keywords: monoiodo–substituted boron(III) dipyrrolylmethenate, BODIPY, crystal structure, spectral luminescent properties
Abstract
The crystal structure of the boron(III) complex [BF2L] synthesized for the first time, where L– is the 3,3',5,5'–tetramethyl–4–ethyl–4'–iododipyrrolylmethene–2,2' monoanion (iodo–BODIPY, monoclinic crystals: a = 12.0329(6) Å, b = 15.9657(8) Å, c = 8.5080(4) Å, β = 103.753(1)°, V = 1587.64(13) Å3, Z = 4 ( Z' = 1), space group P21/c) is determined. In the structure, two pyrrol rings and the central six-membered ring containing a boron atom are in one plane, perpendicular to which a plane formed by a group of F–B–F atoms is located. The crystal packing is formed by van der Waals interactions. In the electron absorption spectra of iodo-BODIPY solutions in nonpolar solvents, unlike polar ones, a red shift up to 3–8 nm of the maximum of the first intense band is observed, for which the lge value reaches ~4.71. Along with intense chromophoric properties, the synthesized iodo-BODIPY complex is a sufficiently strong fluorophore and can be used as a fluorescent marker.
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