A New Highly Fluorescent and Symmetric Pyrrole鈥揃F2 Chromophore: BOPHY

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• 作者：Ingrid-Suzy Tamgho ; Abed Hasheminasab ; James T. Engle ; Victor N. Nemykin ; Christopher J. Ziegler
• 刊名：Journal of the American Chemical Society
• 出版年：2014
• 出版时间：April 16, 2014
• 年：2014
• 卷：136
• 期：15
• 页码：5623-5626
• 全文大小：250K
• 年卷期：v.136,no.15(April 16, 2014)
• ISSN：1520-5126

文摘

The new fluorescent chromophore BOPHY can be readily synthesized in two steps from commercially available reagents via the coupling of pyrrole-2-carboxaldehyde with hydrazine followed by reaction with BF₃. The resultant symmetric and dimeric tetracycle is composed of two BF₂ 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 CH₂Cl₂. We have probed the electronic structure of this compound via cyclic voltammetry and density functional theory analysis.