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

Paulina C. Glowacka, Nicolas Maindron, G. Richard Stephenson, Anthony Romieu, Pierre-Yves Renard, Flavio da Silva Emery

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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(η5-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.
Original languageEnglish
Pages (from-to)4991–4996
Number of pages6
JournalTetrahedron Letters
Volume57
Issue number45
Early online date28 Sep 2016
DOIs
Publication statusPublished - 9 Nov 2016

Keywords

  • Coumarins
  • Dual imaging probes
  • Fluorescence
  • Infrared
  • Iron-carbonyl complexes

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