Functional solitare- and trans-hybrids, the synthesis, characterization, electrochemistry and reactivity of porphyrazine/phthalocyanine hybrids bearing nitro and amino functionality
作者： Mehmet Kandaz , Sarah L. J. Michel , Brian M. Hoffman
DOI: 10.1142/S1088424603000872
关键词:
摘要: We report here for the first time a new and improved approach to complete synthesis characterization of unsymmetrical metallo- metal-free phthalocyanine/porphyrazine (Pz/Pc) hybrids bearing peripheral nitro or amine functionality, H2[Pz(n-Pr)6(BzNO2)] H2[Pz(n-Pr)4(BzNO2)2], where Bz = benzo, n-Pr n-propyl, fused on one two benzenoid ring which form from reaction different precursors, 3,4-bis-(n-propyl)-pyroline-2,5-diimine 6/7-nitro-1,3,3-tricholoro isoindoline, with base-catalyzed direct condensation method. The method used in this study enable us skip magnesium porphyrazine (MgPz) stage limits formation undesired hybrid compounds when compared cross-condensation Centrally metallated solitare- trans-Pz/Pc hybrids, M[Pz(n-Pr)6(BzNO2)] M[Pz(n-Pr)4(BzNO2)2](M Zn(II) Mn(II)), synthesized are somewhat more soluble than free ones. Metallo Pz/Pc were prepared by treatment free-soitare trans appropriate metal salts anhydrous solvent mixtures. observed that solubility and/or increases after nitro-substituted reduced substituted reactivity NH2 group solitare-Zn[Pz(n-Pr)6(BzNH2)] was tested ferrocenecarboxyaldehyde resulting ferrocene-substituted hybrid. newly have been characterized elemental analaysis, FT IR, 1H NMR, UV-vis MS spectroscopy. Electrochemical measurements complexes showed attachment NO2 moieties at periphery makes monitorable effect redox properties macrocycle center.
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