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

页码：1890 / 1895

页数：6