Six meso-substituted tetraundecylporphyrins were prepared in high yield using an improved synthetic method and then characterized by electrochemistry and spectroelectrochemistry as well as UV-vis, FTIR and NMR spectroscopy. The examined compounds are represented as (TUP)M where M = H₂, Zn^II, Cu^II, Ni^II, Pd^II or Mn^IIICl and TUP is the dianion of a porphyrin having undecyl groups (-CH₂(CH₂)₉CH₃) on the four meso-positions of the macrocycle. Two oxidations are observed for each compound in CH₂Cl₂ and PhCN containing 0.1 M TBAP, leading to the stepwise formation of π-cation radicals and dications. The free-base and Mn^IIICl derivatives undergo two reductions but only one reversible reduction is seen for the other porphyrins under the given solution conditions. Comparisons are made between the electrochemical behavior of the (TUP)M derivatives and two related series of porphyrins, (TPP)M and (OEP)M. The effect of substituents on the meso-positions of the TUP macrocycle is also discussed.