4,4-Difluoro-2,3;5,6-bis(tetramethylene)-4-bora-3a,4a-diaza-s-indacene (LD540)
نویسندگان
چکیده
The title compound, C18H21BF2N2, is a lipophilic dye based on a BODIPY fluoro-phore backbone, which was developed for microscopic imaging of lipid droplets; the mol-ecule has a planar BODIPY core [dihedral angle between the pyrrole rings = 2.3 (3)°] and two tetra-methyl-ene substituents at the 2,3- and 5,6-positions in a half-chair conformation. One of the tetra-methyl-ene substituents is disordered over two two sets of sites with site occupancies of 0.5. In the crystal, pairs of C-H⋯F inter-actions link the mol-ecules into inversion dimers. Neighbouring dimers are linked by further C-H⋯F inter-actions, forming an infinite array. C-H⋯π and π-π [centroid-centroid distance = 4.360 (3) Å] inter-actions are observed between the BODIPY core and the tetra-methyl-ene substituents of neighbouring dimer pairs.
منابع مشابه
Synthesis and characterisation of the unsubstituted dipyrrin and 4,4-dichloro-4-bora-3a,4a-diaza-s-indacene: improved synthesis and functionalisation of the simplest BODIPY framework.
An improved and scalable synthesis of the unsubstituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene framework facilitates access to the previously unreported parent dipyrrin HCl salt, as well as 4,4-dichloro-4-bora-3a,4a-diaza-s-indacene.
متن کاملModulation of the spectroscopic property of Bodipy derivates through tuning the molecular configuration.
A series of six Bodipy derivatives, namely 4,4-difluoro-8-(4-amidophenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1), 4,4-difluoro-8-(4-methylphenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (2), 4,4-difluoro-8-(4-nitrylphenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (3), 4,4-difluoro-8-(4-amidophenyl)-3,5-dimethyl-4-bora-3a,4a-diaza-s-indacene (4), 4,4-difluoro-8-...
متن کاملCrystal structure of 3-(4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacen-3-yl)propanoic acid
The crystal structure of the title compound, C14H15BF2N2O2, which comprises a boron-dipyrromethene (BODIPY) backbone and a propionic acid group, has been determined at 100 K. The BODIPY fused-ring system is nearly planar, with a maximum deviation from the mean plane of 0.032 (2) Å. In the crystal, pairs of O-H⋯O hydrogen bonds connect the mol-ecules, forming inversion dimers. The dimers are lin...
متن کاملA colorimetric probe for the selective naked-eye detection of Pb(II) ions in aqueous media.
A new colorimetric molecular probe based on a 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dye selectively binds Pb(II) ions in aqueous solutions, allowing for highly sensitive naked-eye detection.
متن کامل4,4-Difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
In the title compound, C(13)H(15)BF(2)N(2), the two pyrrole rings are almost coplanar, with a dihedral angle of 3.08 (10)°. The BF(2) plane is almost perpendicular to the boron-dipyrromethene ring plane, with a dihedral angle of 89.99 (7)°.
متن کامل