An in-depth electrochemical and spectroscopic characterization of triphenylamine (TPA), diketopyrrolopyrrole (DPP) and BODIPY (BOD) and triads of the single constituents (triad 1: TPA-DPP-TPA; triad 2: TPA-DPP-BOD) has been carried out by means of voltammetric (planar diffusion conditions) and in-situ UV-vis-NIR spectroelectrochemical experiments (thin layer conditions). Both triads show anodic and cathodic electron transfer reactions and clear spectroscopic signatures which can be correlated to those of the neutral and charged single components. While there is a strong electronic interaction between TPA and DPP in both triads, an electronic communication with the BOD unit seems to be absent. This is in line with the corresponding energy and charge transfer processes revealed by transient absorption measurements described in our recently published work.