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

被引：8
|
作者：
Rumyantsev, E. V. [1 ]
Marfin, Yu. S. [1 ]
Antina, E. V. [2 ]
机构：
[1] Ivanovo State Univ Chem & Technol, Ivanovo 153000, Russia
[2] Russian Acad Sci, Inst Solut Chem, Ivanovo 153045, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2010年 / 59卷 / 10期
关键词：
donor-acceptor complexes (DAC); dipyrrolylmethenes; boron trifluoride; Bodipy complexes; stability; mechanism of formation; electronic absorption spectroscopy; IR spectroscopy; H-1 NMR spectroscopy; semiempirical methods; DYES;
D O I：
10.1007/s11172-010-0329-3
中图分类号：
O6 [化学];
学科分类号：
0703 ;
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 H-1 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.
引用
收藏
页码：1890 / 1895
页数：6
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