Donor-acceptor complexes of dipyrrolylmethenes with boron trifluoride as intermediates in the synthesis of Bodipy

被引:0
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作者
E. V. Rumyantsev
Yu. S. Marfin
E. V. Antina
机构
[1] Ivanovo State University of Chemistry and Technology,Institute of Solution Chemistry
[2] Russian Academy of Sciences,undefined
来源
Russian Chemical Bulletin | 2010年 / 59卷
关键词
donor-acceptor complexes (DAC); dipyrrolylmethenes; boron trifluoride; Bodipy complexes; stability; mechanism of formation; electronic absorption spectroscopy; IR spectroscopy; H NMR spectroscopy; semiempirical methods;
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摘要
The formation of donor-acceptor complexes of dipyrrolylmethene and structurally similar biladiene-a,c with boron trifluoride was studied by electronic absorption, IR, and 1H NMR spectroscopies as well as by quantum chemical calculations. It was shown that the formation of donor-acceptor complexes is the first step of the synthesis of the corresponding boron fluoride chelate complexes (Bodipy). The hydrogen bond N—H...F—B additionaly stabilizes the donor-acceptor complexes. The stability constants, geometric parameters, and energy characteristics of the donoracceptor complexes were determined; the two-step mechanism of Bodipy synthesis was analyzed.
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页码:1890 / 1895
页数:5
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