期刊
INORGANIC CHEMISTRY
卷 50, 期 3, 页码 806-818出版社
AMER CHEMICAL SOC
DOI: 10.1021/ic101164g
关键词
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资金
- Ministry of Education, Culture, Sports, Science and Technology (MEXT) of Japan [18390009, 19659026, 20750081]
- MEXT
- Japan Science Society
- Grants-in-Aid for Scientific Research [22659005, 18390009, 20750081, 22390005, 19659026] Funding Source: KAKEN
In this manuscript, the regioselective halogenation, nitration, formylation, and acylation of Ir(tpy)(3) and Ir(ppy)(3) (tpy = 2-(4'-tolyhpyridine and ppy = 2-phenylpyridine) and the subsequent conversions are described. During attempted bromination of the three methyl groups in fac-Ir(tpy)(3) using N-bromosuccinimide (NBS) and benzoyl peroxide (BPO), three protons at the 5'-position (p-position with respect to the C-Ir bond) of phenyl rings in tpy units were substituted by Br, as confirmed by H-1 NMR spectra, mass spectra, and X-ray crystal structure analysis. It is suggested that such substitution reactions of Ir complexes proceed via an ionic mechanism rather than a radical mechanism. UV-vis and luminescence spectra of the substituted 1011) complexes are reported. The introduction of electron-withdrawing groups such as CN and CHO groups at the 5'-position of tpy induces a blue shift of luminescence emission to about 480 nm, and the introduction of electron-donating groups such as an amino group results in a red shift to about 600 nm. A reversible change of emission for the 5'-amino derivative of Ir(tpy)(3), Ir(atpy)(3), between red and green occurs upon protonation and deprotonation.
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