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Investigation of the Enantioselectivity Observed in Epoxidation Reactions Catalysed by Bis-Strapped Chiral Porphyrins Derived from L-Proline

Abstract : The enantiomeric excesses obtained during the epoxidation reactions of p-chlorostyrene or 1,2-dihydronaphthalene catalysed by two different series of chiral porphyrins are reported. An attempt is made to correlate the enantioselectivity with the steric hindrance generated by the straps of these catalysts. It is shown that this steric hindrance is influenced by the nature of the strap and that it can be approximated. Additionally, the same strap is tethered in two different fashions on each side of the porphyrin, leading to either D2- or C2-symmetrical catalysts, for which the two sides are identically functionalised.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01469545
Contributor : Bernard Boitrel <>
Submitted on : Thursday, February 16, 2017 - 3:20:22 PM
Last modification on : Friday, June 8, 2018 - 2:50:12 PM

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  • HAL Id : hal-01469545, version 1

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Bernard Boitrel, Valérie Baveux-Chambenoit, Philippe Richard. Investigation of the Enantioselectivity Observed in Epoxidation Reactions Catalysed by Bis-Strapped Chiral Porphyrins Derived from L-Proline. European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2002, 7, pp.1666-1672. ⟨hal-01469545⟩

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