Hydrogenation of meso-octamethylporphyrinogen (calix[4]pyrrole) with a number of heterogeneous catalysts in different experimental conditions was investigated. GC-MS analyses of the reaction mixtures showed the formation of one to four products in low to moderate yields: three of them were diastereoisomers of the product coming from half-hydrogenation of the substrate, and displayed alternating pyrrolidine and pyrrole rings; one was the all-cis saturated product. Acidic medium was necessary to achieve hydrogenation, but a too strong acidic solvent or additive was detrimental to the stability of the substrate and/or the catalyst.

Catalytic Hydrogenation of meso-Octamethylporphyrinogen (Calix[4]pyrrole)

SAVOIA, DIEGO;GUALANDI, ANDREA
2010

Abstract

Hydrogenation of meso-octamethylporphyrinogen (calix[4]pyrrole) with a number of heterogeneous catalysts in different experimental conditions was investigated. GC-MS analyses of the reaction mixtures showed the formation of one to four products in low to moderate yields: three of them were diastereoisomers of the product coming from half-hydrogenation of the substrate, and displayed alternating pyrrolidine and pyrrole rings; one was the all-cis saturated product. Acidic medium was necessary to achieve hydrogenation, but a too strong acidic solvent or additive was detrimental to the stability of the substrate and/or the catalyst.
CHEMISTRY-A EUROPEAN JOURNAL
G. Journot; C. Letondor; R. Neier; H. Stoeckli-Evans; D. Savoia; A. Gualandi
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/89027
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