Literature DB >> 25401990

Regioselective decarboxylative direct C-H arylation of boron dipyrromethenes (BODIPYs) at 2,6-positions: a facile access to a diversity-oriented BODIPY library.

Liang Luo1, Di Wu1, Wei Li1, Shuai Zhang1, Yuanhong Ma1, Su Yan1, Jingsong You1.   

Abstract

A palladium-catalyzed regioselective decarboxylative direct C-H arylation of boron dipyrromethenes (BODIPYs) at the 2,6-positions has been developed as a late-stage approach to rapidly assemble a diversity-oriented BODIPY library. With the complement of this protocol, the direct C-H arylation of BODIPYs becomes regiocontrollable at α- and β-positions. A new type of indole-fused BODIPY exhibiting bright red/NIR fluorescence with a large molar extinction coefficient (145,500 M(-1) cm(-1)) and a high quantum yield (71%) has been synthesized for the first time.

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Year:  2014        PMID: 25401990     DOI: 10.1021/ol502883x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Proton Induced Modulation of ICT and PET Processes in an Imidazo-phenanthroline Based BODIPY Fluorophores.

Authors:  Shrikant S Thakare; Goutam Chakraborty; Shantaram Kothavale; Soumyaditya Mula; Alok K Ray; Nagaiyan Sekar
Journal:  J Fluoresc       Date:  2017-09-06       Impact factor: 2.217

2.  Enhanced Hypsochromic Shifts, Quantum Yield, and π-π Interactions in a meso,β-Heteroaryl-Fused BODIPY.

Authors:  Ning Zhao; Sunting Xuan; Frank R Fronczek; Kevin M Smith; M Graça H Vicente
Journal:  J Org Chem       Date:  2017-03-10       Impact factor: 4.354

3.  Direct C-H functionalization of difluoroboron dipyrromethenes (BODIPYs) at β-position by iodonium salts.

Authors:  Wenming Ren; Huaijiang Xiang; Chengyuan Peng; Zulipali Musha; Jingjing Chen; Xin Li; Ruimin Huang; Youhong Hu
Journal:  RSC Adv       Date:  2018-02-01       Impact factor: 3.361

4.  Regioselectively α- and β-alkynylated BODIPY dyes via gold(I)-catalyzed direct C-H functionalization and their photophysical properties.

Authors:  Takahide Shimada; Shigeki Mori; Masatoshi Ishida; Hiroyuki Furuta
Journal:  Beilstein J Org Chem       Date:  2020-04-01       Impact factor: 2.883

  4 in total

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