| Autor: |
Aoki S; Faculty of Pharmaceutical Sciences, Tokyo University of Science, Noda, Chiba, Japan. shinaoki@rs.noda.tus.ac.jp, Matsuo Y, Ogura S, Ohwada H, Hisamatsu Y, Moromizato S, Shiro M, Kitamura M |
| Jazyk: |
angličtina |
| Zdroj: |
Inorganic chemistry [Inorg Chem] 2011 Feb 07; Vol. 50 (3), pp. 806-18. Date of Electronic Publication: 2011 Jan 07. |
| DOI: |
10.1021/ic101164g |
| Abstrakt: |
In this manuscript, the regioselective halogenation, nitration, formylation, and acylation of Ir(tpy)(3) and Ir(ppy)(3) (tpy = 2-(4'-tolyl)pyridine 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 (1)H 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 Ir(III) 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. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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