Literature DB >> 26859791

Metal-Free Direct α-Selective Arylation of Boron Dipyrromethenes via Base-Mediated C-H Functionalization.

Xin Zhou1, Qinghua Wu1, Yang Yu1, Changjiang Yu1, Erhong Hao1, Yun Wei1, Xiaolong Mu1, Lijuan Jiao1.   

Abstract

A metal-free direct α-selective arylation of BODIPYs has been developed based on base-mediated C-H functionalization with easily accessible diaryliodonium salts, which provides a straightforward facile access to a variety of α-arylBODIPY dyes. The α-regioselectivity was confirmed by X-ray analysis, and was studied by DFT calculation. The resultant dyes show strong absorption and emission over a broad range of spectra tunable via the simple variation of the diaryliodonium salts.

Entities:  

Year:  2016        PMID: 26859791     DOI: 10.1021/acs.orglett.5b03706

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


  3 in total

1.  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

2.  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

3.  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

  3 in total

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