title: Electrospray ionization (ESI) tandem mass spectrometric analysis of meso-tetrakis(Heptafluoropropyl)porphyrin.
abstract: The results of an electrospray ionization (ESI(+) and ESI(-)) collision-induced fragmentation investigation of meso-tetrakis(heptafluoropropyl)porphyrin (T(F)HP) are reported. The fragmentation patterns of T(F)HP show, in both ionization modes, the formation of fragments with direct covalent meso-alkyl-to-beta-linkages on elimination of HF. In addition, in the ESI(+) mode, the losses of perfluoroalkyl radicals are observed. A detailed analysis of the fragmentation patterns allows conclusions to be drawn on the identification of the fragment species. Comparable cyclized products were previously produced using radical-initiated solution-phase syntheses. The results presented will help to analyze meso-perfluoroalkyl-derivatized porphyrinic macrocycles that are becoming increasingly popular.
authors.affiliation: Department of Chemistry, University of Washington, Seattle, 98195, USA.
authors.forename: Kimberly S F
authors.initials: KS
authors.lastname: Lau
authors.forename: Martin
authors.initials: M
authors.lastname: Sadilek
authors.forename: Gamal E
authors.initials: GE
authors.lastname: Khalil
authors.forename: Martin
authors.initials: M
authors.lastname: Gouterman
authors.forename: Christian
authors.initials: C
authors.lastname: Brückner
mesh_terms: D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods*; D011166:Porphyrins / Q000032:analysis* / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D005466:Fluorocarbons
chemical_list: D011166:Porphyrins; C509465:meso-tetrakis(heptafluoropropyl)porphyrin; D005466:Fluorocarbons