The Smallest and One of the Brightest. Efficient Preparation and Optical Description of the Parent Borondipyrromethene System
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- 作者：Ismael J. Arroyo ; Rongrong Hu ; Gabriel Merino ; Ben Zhong Tang ; Eduardo Pea-Cabrera
- 刊名：Journal of Organic Chemistry
- 出版年：2009
- 出版时间：August 7, 2009
- 年：2009
- 卷：74
- 期：15
- 页码：5719-5722
- 全文大小：751K
- 年卷期：v.74,no.15(August 7, 2009)
- ISSN：1520-6904
文摘
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(I) thienyl-2-carboxylate (CuTC) in THF at 55 °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.