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Regioselective Functionalization of BODIPYs through oxidative Heck Reactions

王丹丹  王骏  郝二宏  焦莉娟  
【摘要】:Near infrared(NIR) dyes have been the subject of intense research over the past few decades and have been used in highly diverse research fields.Boron dipyrromethenes(BODIPYs) are fascinating dyes with remarkable properties.[1] Compared to the total synthesis from functionalized pyrroles,the development of efficient synthetic methods for the facile functionalization of the BODIPY chromophore has thus attracted intense research interest lately.[2,3] Herein,we report regioselective syntheses of a series of functionalized BODIPY dyes through Pd(OAc)_2 catalyzed oxidative Heck reactions.The resulting dyes showed strong bathochromically shifted absorption and emission compared to the starting BODIPYs.This strategy provides a direct way to extend the conjugation of the BODIPY system,and does not require that halogenated or metalated intermediates be isolated prior to the coupling reaction.

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