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Synthesis and photophysical properties of iron-carbonyl complex–coumarin conjugates as potential bimodal IR–fluorescent probes

Paulina C. Glowacka 1 Nicolas Maindron 2 G. Richard Stephenson 1, * Anthony Romieu 3, 4, * Pierre-Yves Renard 2 Flavio da Silva Emery 5
* Auteur correspondant
1 School of Chemistry, University of East Anglia
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
3 IUF - Institut Universitaire de France
4 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
5 School of Pharmaceutical Sciences of Ribeirão Preto [USP]
Abstract : An expedient synthesis of the first examples of iron-carbonyl complex-coumarin conjugates is reported. 7-Amino/7-hydroxycoumarin derivatives have been readily derivatized through an easily implemented single-step reaction involving the tricarbonyl(eta(5)-cyclohexadienyl)iron(1+) cation [(C6H7)Fe(CO)(3)](+). The scope and limitations of this N-/O-alkylation reaction were also investigated. The fluorescence properties of these novel metal-carbonyl complexes have been studied and support their further use as valuable building blocks in the design of bimodal contrast agents for combined vibrational and fluorescence imaging. (C) 2016 Elsevier Ltd. All rights reserved,
Keywords : tricarbonyliron complexes Coumarins Dual imaging probes Fluorescence Infrared Iron-carbonyl complexes core multimodal probe organoiron complexes flavonoid derivatives fluorogenic probes organic-synthesis electron-transfer imaging scompi active-site cations
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01428754
Contributeur : Icmub - Université de Bourgogne <>
Soumis le : vendredi 6 janvier 2017 - 14:58:10
Dernière modification le : lundi 29 mars 2021 - 14:45:20

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Paulina C. Glowacka, Nicolas Maindron, G. Richard Stephenson, Anthony Romieu, Pierre-Yves Renard, et al.. Synthesis and photophysical properties of iron-carbonyl complex–coumarin conjugates as potential bimodal IR–fluorescent probes. Tetrahedron Letters, Elsevier, 2016, 57 (45), pp.4991-4996. ⟨10.1016/j.tetlet.2016.09.091⟩. ⟨hal-01428754⟩

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