Meso-Dithiole and tetrathiafulvalene dipyrromethanes a route to metal dithiole-dipyrrin complexes and to fluorescent tetrathiafulvalene-BODIPY

Meso-Dithiole and tetrathiafulvalene dipyrromethanes a route to metal dithiole-dipyrrin complexes and to fluorescent tetrathiafulvalene-BODIPY

A series of meso-dithiole and tetrathiafulvalene (TTF) dipyrromethanes have been prepared via the reaction of the appropriate aldehyde with either pyrrole or 3-ethyl-2,4-dimethyl-pyrrole under acid catalysis. Oxidation to the corresponding meso-dithiole dipyrrins is reported together with the format...

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Veröffentlicht in:Tetrahedron 2011, Vol.67 (45), p.8740-8746
Hauptverfasser: Huang, Kai-Ling, Bellec, Nathalie, Guerro, Michel, Camerel, Franck, Roisnel, Thierry, Lorcy, Dominique
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container_end_page 8746
container_issue 45
container_start_page 8740
container_title Tetrahedron
container_volume 67
creator Huang, Kai-Ling
Bellec, Nathalie
Guerro, Michel
Camerel, Franck
Roisnel, Thierry
Lorcy, Dominique
description A series of meso-dithiole and tetrathiafulvalene (TTF) dipyrromethanes have been prepared via the reaction of the appropriate aldehyde with either pyrrole or 3-ethyl-2,4-dimethyl-pyrrole under acid catalysis. Oxidation to the corresponding meso-dithiole dipyrrins is reported together with the formation of the metal chelate complexes (M=Zn, Cu, Ni) as well as the meso-dithiole boron-dipyrromethene (BODIPY). The molecular structures of these metal (Cu, Ni) and boron complexes are presented and discussed. According to a similar strategy the meso-TTF BODIPY is prepared and its photophysical properties are presented and compared with those of the meso-dithiole BODIPY.
doi_str_mv 10.1016/j.tet2011.09.019
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Organic chemistry
title Meso-Dithiole and tetrathiafulvalene dipyrromethanes a route to metal dithiole-dipyrrin complexes and to fluorescent tetrathiafulvalene-BODIPY
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