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Synthesis 2012(1): 104-110  
DOI: 10.1055/s-0031-1289637
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

An Efficient and Convenient Bromination of BODIPY Derivatives with Copper(II) Bromide

Jia-Hai Ye*a, Guangpu Wanga, Chengmei Huangb, Zhengjuan Hua, Whenchao Zhanga, Yan Zhang*b
a School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China
Fax: +86(25)84315857; e-Mail: yejiahai@mail.njust.edu.cn;
b School of Chemistry and Chemical Engineering, Key Laboratory of Analytical Chemistry for Life Science, Ministry of Education of China, Nanjing University, Nanjing 210093, P. R. of China
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Publication History

Received 19 September 2011
Publication Date:
05 December 2011 (online)

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Abstract

Efficient and convenient methods for the mono- and dibromination of 1,3,5,7-tetramethyl-substituted BODIPYs were developed by using copper(II) bromide as the bromination reagent under mild reactions, in good to excellent yields. The selectivity of mono- or dibromination depends strongly on the additives of the reactions.

Key words

copper - bromination - selectivity - fluorescent dyes - 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes