Synthesis and investigation of donor-porphyrin-acceptor triads with long-lived photo-induced charge-separate states.

ABSTRACT: Two donor-porphyrin-acceptor triads have been synthesized using a versatile Suzuki-coupling route. This synthetic strategy allows the powerful donor tetraalkylphenylenediamine (TAPD) to be introduced into tetraarylporphyrin-based triads without protection. The thermodynamics and kinetics of electron transfer in the new triads are compared with a previously reported octaalkyldiphenyl-porphyrin triad exhibiting a long-lived spin-polarized charge separate state (CSS), from theoretical and experimental perspectives, in both fluid solution and in a frozen solvent glass. We show that the less favorable oxidation potential of the tetraaryl-porphyrin core can be offset by using C₆₀ , as a better electron-acceptor than triptycenenaphthoquinone (TNQ). The C_60<

SUBMITTER: Kelber JB 

PROVIDER: S-EPMC6054115 | biostudies-literature | 2015 Nov

REPOSITORIES: biostudies-literature