Complexation of Metals with Piperazine-Containing Azamacrocyclic Fluorophores

Complexation of Metals with Piperazine-Containing Azamacrocyclic Fluorophores

Azamacrocyclic fluorophores containing piperazine units were synthesized using sequential rhodium-catalyzed regioselective hydroformylation−reductive amination. A piperazine unit is introduced into the macrocycles to act simultaneously as electron donor and binding site. The macrocycles chelate diva...

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Veröffentlicht in:Journal of organic chemistry 2004-08, Vol.69 (16), p.5290-5294
Hauptverfasser: Angelovski, Goran, Costisella, Burkhard, Kolarić, Branko, Engelhard, Martin, Eilbracht, Peter
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Organic chemistry
Preparations and properties
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Zusammenfassung:Azamacrocyclic fluorophores containing piperazine units were synthesized using sequential rhodium-catalyzed regioselective hydroformylation−reductive amination. A piperazine unit is introduced into the macrocycles to act simultaneously as electron donor and binding site. The macrocycles chelate divalent cations, either Zn2+ or Co2+, which considerably enhanced fluorescence. Complexation with Zn2+ was additionally confirmed by NMR.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo049465o