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A New Highly Fluorescent and Symmetric Pyrrole-BF Chromophore: BOPHY.

The new fluorescent chromophore BOPHY can be readily synthesized in two steps from commercially available reagents via the coupling of pyrrole-2-carbox-aldehyde with hydrazine followed by reaction with BF. The resultant symmetric and dimeric tetracycle is composed of two BF units in six-membered che...

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Publicado en:Journal of the American Chemical Society Vol. 136; no. 15; pp. 5623 - 5627
Autores principales: Tamgho, Ingrid-Suzy, Hasheminasab, Abed, Engle, James T., Nemykin, Victor N., Ziegler, Christopher J.
Formato: Artículo
Publicado: American Chemical Society 4/16/2014
Materias:
Chemical synthesis
Pyrroles
Aldehydes
Chemical reactions
Dimers
Density functional theory
Acceso en línea:Ver este registro en EBSCOhost
Sumario:The new fluorescent chromophore BOPHY can be readily synthesized in two steps from commercially available reagents via the coupling of pyrrole-2-carbox-aldehyde with hydrazine followed by reaction with BF. The resultant symmetric and dimeric tetracycle is composed of two BF units in six-membered chelate rings appended with pyrrole units on the periphery. The quantum yields of fluorescence for the unmodified compound and the tetramethyl variant are near unity, with values of 95 and 92%, respectively, in CHCl. We have probed the electronic structure of this compound via cyclic voltammetry and density functional theory analysis.