Abstract

ROMERO, Luis F.; AMAYA, Carlos  and  SIERRA, César A.. EFFECT OF PORPHYRIN SUBSTITUENTS AND OXIDIZING AGENT ON THE FUNCTIONALIZATION OF ALIPHATIC COMPOUNDS. Rev.Colomb.Quim. [online]. 2010, vol.39, n.1, pp.19-32. ISSN 0120-2804.

In this work was studied the functionalizations of squalane and tetradecane varying the electronic nature of the substituents over the porphyrinic ring and the oxidizing agent (KiO₄,2KHSO₅-KHS(VK₂SO₄, NaClO and H₂O₂). Three metallo-porphyrins (Mn(TTP)Cl, Mn ρ-NO₂TPP) Cl and Mn(triMeOTPP)Cl) were synthesized and characterized with yields of 40, 52 and 43% respectively. Twenty four different functionalisation systems were carried out and quantified by gas chromatography using internal standard method and the products were identified by gas chromatography-mass spectroscopy. The functionalisations were quantified by CG and the products identified by GC-MS and FT-IR. The results showed that a good choice porphyirin-oxidizing agent pair can produce functionalization yields up to 42% for tetradecane and 80% for squalane.

Keywords : functionalisation; porphyrins; oxidation; tetradecane and squalane.