论文信息 - {2-[(3,5-Dimethyl-2H-pyrrol-2-ylidene-κN)(4-nitrophenyl)methyl]-3,5-dimethyl-1H-pyrrol-1-ido-κN}difluoridoboron

{2-[(3,5-Dimethyl-2H-pyrrol-2-ylidene-κN)(4-nitrophenyl)methyl]-3,5-dimethyl-1H-pyrrol-1-ido-κN}difluoridoboron

In an effort to discover novel and potential boron–dipyrromethene (BODIPY) dyes, the title compound, C19H18BF2N3O2, was prepared from 2,4-dimethylpyrrole, 4-nitrobenzaldehyde and BF3·Et2O in a one-pot reaction. There are two independent molecules, A and B, in the asymmetric unit in which the dihedral angles between the benzene ring and boron–dipyrromethene mean plane have significantly different values [82.71 (8)° for molecule A and 73.16 (8)° for molecule B]. Intermolecular C—H⋯π interactions help to stabilize the crystal structure.

[1] Jiangli Fan,et al. 4,4-Difluoro-8-(4-nitrophenyl)-4-bora-3a,4a-diaza-s-indacene , 2006 .

[2] M. Sheves,et al. Nonisomerizable non-retinal chromophores initiate light-induced conformational alterations in bacterioopsin. , 2001, Journal of the American Chemical Society.

[3] Yasuteru Urano,et al. Highly sensitive fluorescence probes for nitric oxide based on boron dipyrromethene chromophore-rational design of potentially useful bioimaging fluorescence probe. , 2004, Journal of the American Chemical Society.

[4] G. Sheldrick. A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.

[5] K. Rurack,et al. Ultrafast Charge Transfer in Amino-Substituted Boron Dipyrromethene Dyes and Its Inhibition by Cation Complexation: A New Design Concept for Highly Sensitive Fluorescent Probes , 1998 .