The Smallest and One of the Brightest. Efficient Preparation and Optical Description of the Parent Borondipyrromethene System

被引：156

作者：

Arroyo, Ismael J. ^{[2
]}

Hu, Rongrong ^{[1
]}

Merino, Gabriel ^{[2
]}

Tang, Ben Zhong ^{[1
]}

Pena-Cabrera, Eduardo ^{[2
]}

机构：

[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China

[2] Univ Guanajuato, Dept Quim, Guanajuato 36050, Gto, Mexico

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 15期

关键词：

CARBON BOND FORMATION; BORONIC ACIDS; THIOL ESTERS; BODIPY DYES; PYRROMETHENE-BF2; COMPLEXES; HETEROAROMATIC THIOETHER; AMBIENT-TEMPERATURE; COUPLING REACTION; KETONE SYNTHESIS; CROSS-COUPLINGS;

D O I：

10.1021/jo901014w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fully unsubstituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) 1 was prepared. Reaction of 8-thiomethylbodipy 2 with triethylsilane in the presence of a catalytic amount of Pd and a stoichiometric amount of copper(l) thienyl-2-carboxylate (CuTC) in THF at 55 degrees C gave compound 1 in nearly quantitative yield, This compound displays high quantum yields (up to 93%) in polar solvents including water. Its optical properties and crystal structure are discussed.

引用

页码：5719 / 5722

页数：4

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