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Ring Closure of Alkoxycarbonyl(tetracarbonyl)pyruvoyliron Complexes into Metallalactones Induced by Nucleophilic Attack of Carbanions

Abstract : The reaction of carbanions with the pyruvoyl-substituted iron complex [(CO)4Fe(CO2CH3){C(O)C(O)CH3}] (1) affords the anionic trifunctionalized metallalactones [(CO)3Fe{C(O)C(CH3)(CRR′R″)OC4(O)(Fe–C4)}(CO2CH3)]– (3), whose formation results from the addition of the nucleophile to the β carbonyl of the pyruvoyl moiety, followed by attack of the oxygen of this β carbonyl on a terminal carbonyl ligand. These anionic lactones react, at low temperature, with HCl to give rise to the neutral lactones [(CO)4Fe{C(O)C(CH3)(CRR′R″)OC4(O)(Fe–C4)}] (2), which were previously obtained by addition of NuH nucleophiles to 1. Complex 3(3), whose lactonic ring formation has been performed using the diethyl malonate anion (R = R′ = CO2C2H5; R″ = H), and the dimethyl-substituted neutral lactone 2(1) (R = R′ = R″ = H) have been characterized by X-ray diffraction studies
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https://hal.univ-brest.fr/hal-01582650
Contributor : Nicolas Renard Connect in order to contact the contributor
Submitted on : Wednesday, September 6, 2017 - 12:52:04 PM
Last modification on : Monday, October 11, 2021 - 2:22:08 PM

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Patrice Cabon, René Rumin, Jean-Yves Salaün, Hervé Des Abbayes, Smail Triki. Ring Closure of Alkoxycarbonyl(tetracarbonyl)pyruvoyliron Complexes into Metallalactones Induced by Nucleophilic Attack of Carbanions. European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2006, 2006 (7), pp.1515 - 1524. ⟨10.1002/ejic.200500997⟩. ⟨hal-01582650⟩

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