A general synthetic strategy for the design of new BODIPY fluorophores based on pyrroles with polycondensed aromatic and metallocene substituents

Elena Yu Schmidt; Nadezhda V Zorina; Marina Yu Dvorko; Nadezhda I Protsuk; Kseniya V Belyaeva; Gilles Clavier; Rachel Méallet-Renault; Thanh T Vu; Al'bina I Mikhaleva; Boris A Trofimov

doi:10.1002/chem.201003242

A general synthetic strategy for the design of new BODIPY fluorophores based on pyrroles with polycondensed aromatic and metallocene substituents

Chemistry. 2011 Mar 7;17(11):3069-73. doi: 10.1002/chem.201003242. Epub 2011 Feb 14.

Authors

Elena Yu Schmidt¹, Nadezhda V Zorina, Marina Yu Dvorko, Nadezhda I Protsuk, Kseniya V Belyaeva, Gilles Clavier, Rachel Méallet-Renault, Thanh T Vu, Al'bina I Mikhaleva, Boris A Trofimov

Affiliation

¹ A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia.

PMID: 21322076
DOI: 10.1002/chem.201003242

Abstract

BODIPYrrole: A general strategy for the design of novel BODIPY fluorophores based on pyrroles with polycondensed aromatic and metallocene substituents has been developed. The strategy involves the acylation of the condensed substituent and treatment of the acylated derivative (as oxime) with acetylene in MOH/DMSO (M = alkali metal) to give pyrroles that were then used for assembly of the BODIPY fluorophores (see scheme).