ABSTRACT

Benzothiadiazole (BTD) as an acceptor has striking properties not only having a high electron affinity10 but also an ionization potential11 comparable to that of benzene, suggesting the presence of the efficient electronic interactions between the BTD and benzene rings. We chose phenothiazine (PTZ) as a donor in the A(BTD)– B(multilayered PCPs)-D(PTZ) systems. BTD as an acceptor has the electron accepting ability of –2.02 eV versus Fc/Fc+ (redEA), while PTZ has the electron donating ability of +0.43 eV versus Fc/Fc+ (oxE D).12 Fujitsuka and Majima et al. reported the relationship between the transannular distance of the two benzene rings and stabilization energy of the intramolecular p-dimer radical cations13 and anions14 of multibridged [3n]CPs,15-17 which regarded as the D-D type p-system, and the study suggested that the stabilization energy is dependent on the distance of the benzene rings in both cases and the stability of the dimer radical cation is more sensitive to the distance than the dimer radical anion.