期刊
INORGANIC CHEMISTRY
卷 53, 期 1, 页码 409-422出版社
AMER CHEMICAL SOC
DOI: 10.1021/ic402387b
关键词
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资金
- Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan [22390005, 22659005, 24659011, 22890200, 24890256]
- High-Tech Research Center Project for Private Universities
- MEXT
- Grants-in-Aid for Scientific Research [22890200, 24890256, 24659011, 22659005] Funding Source: KAKEN
In our previous publication, it was reported that fac-Ir(atpy)(3) 3 (atpy = 2-(5'-amino-4'-tolyl)pyridine), which contains three amino groups at the 5'-position of the atpy ligands, exhibits a pH-dependent change in the color of the emitted radiation. Aqueous solution of 3 shows a weak red emission (at around 613 nm),Under neutral or basic conditions, but the emission color changes to green (at around 530 nm) under acidic conditions, where the NH2 group is protonated to become an electron-withdrawing (NH3) group. In this manuscript, we report on the preparation of some new pH-responsive Ir(III) complexes; fac-Ir(4Pyppy)(3) 5 and fac-Ir(3Pyppy)(3) 6 that contain three pyridyl groups at the 5'-position of the 2-phenylpyridine (ppy) ligand, and Ir(4Pyppym)(3) 7 and Ir(3Pyppym)(3) 8 that contain a pyridyl. group at the same position of the 2-phenylpyrimidine (ppym) ligand. The introduction of three pyridyl groups on iodinated Ir(ppy)3 and Ir(ppym)3 was achieved via Suzuki-Miyaura cross-coupling reaction assisted by microwave irradiation. Solutions of the acid-free Ir(III) complexes 5, 6, 7, and 8 showed a strong green emission (at around 500 nm) in dimethylsulfoxide (DMSO). Protonation of three pyridyl groups of 5 and 7 causes a significant red-shift in the emission wavelength (at around 600 nm) with a decrease in emission intensity. The pH-dependent emission change of these complexes is also discussed. The generation of singlet oxygen (O-1(2)) by the photoirradiation of the Ir complexes 5 and 6 was evidenced by the decomposition of 1,3-diphenylisobenzofuran (DPBF), the oxidation of thioanisole, and the oxidation of 2,2,5,5-tetramethyl-3,pyrroline-3-carboxamide (TPC). The induction of necrosis-like cell death of HeLa-S3 cells upon photoirradiation of 5 at 465 nm is also reported.
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