Electrochemical, Spectroscopic, and 1O2 Sensitization
Characteristics of Synthetically Accessible
Linear Tetrapyrrole Complexes of Palladium and Platinum
Version 2 2017-10-18, 14:03
Version 1 2017-10-09, 17:39
Posted on 2017-10-18 - 14:03
The synthesis, electrochemistry,
and photophysical characterization of a 10,10-dimethyl-5,15-bis(pentafluorophenyl)biladiene
(DMBil1) linear tetrapyrrole supporting PdII or PtII centers is presented. Both of these nonmacrocyclic
tetrapyrrole platforms are robust and easily prepared via modular
routes. X-ray diffraction experiments reveal that the Pd[DMBil1] and Pt[DMBil1] complexes adopt similar structures and
incorporate a single PdII and PtII center, respectively.
Additionally, electrochemical experiments revealed that both Pd[DMBil1] and Pt[DMBil1] can undergo two discrete
oxidation and reduction processes. Spectroscopic experiments carried
out for Pd[DMBil1] and Pt[DMBil1] provide
further understanding of the electronic structure of these systems.
Both complexes strongly absorb light in the UV–visible region,
especially in the 350–600 nm range. Both Pd[DMBil1] and Pt[DMBil1] are luminescent under a nitrogen atmosphere.
Upon photoexcitation of Pd[DMBil1], two emission bands
are observed; fluorescence is detected from ∼500–700
nm and phosphorescence from ∼700–875 nm. Photoexcitation
of Pt[DMBil1] leads only to phosphorescence, presumably
due to enhanced intersystem crossing imparted by the heavier PtII center. Phosphorescence from both complexes is quenched
under air due to energy transfer from the excited triplet state to
ground state oxygen. Accordingly, irradiation with light of λ
≥ 500 nm prompts Pd[DMBil1] and Pt[DMBil1] to photosensitize the generation of 1O2 (singlet
oxygen) with impressive quantum yields of 80% and 78%, respectively.
The synthetic accessibility of these complexes coupled with their
ability to efficiently photosensitize 1O2 may
make them attractive platforms for development of new agents for photodynamic
therapy.
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Potocny, Andrea M.; Pistner, Allen J.; P. A. Yap, Glenn; Rosenthal, Joel (2017). Electrochemical, Spectroscopic, and 1O2 Sensitization
Characteristics of Synthetically Accessible
Linear Tetrapyrrole Complexes of Palladium and Platinum. ACS Publications. Collection. https://doi.org/10.1021/acs.inorgchem.7b00796
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