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Volumn 50, Issue 3, 2011, Pages 806-818

Regioselective aromatic substitution reactions of cyclometalated Ir(III) complexes: Synthesis and photochemical properties of substituted Ir(III) complexes that exhibit blue, green, and red color luminescence emission

Author keywords

[No Author keywords available]

Indexed keywords

IRIDIUM; ORGANOMETALLIC COMPOUND; PYRIDINE DERIVATIVE;

EID: 79951635285     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic101164g     Document Type: Article
Times cited : (78)

References (100)
  • 55
    • 79951632692 scopus 로고    scopus 로고
    • For ruthenium(II) complexes, whose emission spectra change according to pH, see:
    • For ruthenium(II) complexes, whose emission spectra change according to pH, see:
  • 61
    • 79951615528 scopus 로고    scopus 로고
    • 2(ppy)]+ (bpy = 2,2'-bipyridine), see:
    • For halogenation and nitration of ruthenium, osmium, and cobalt complexes such as [Ru(bpy)2(ppy)]+ (bpy = 2,2'-bipyridine), see:
  • 69
    • 79951590916 scopus 로고    scopus 로고
    • For reviews about receptors and sensors of phosphates and other anions, see:
    • For reviews about receptors and sensors of phosphates and other anions, see:
  • 88
    • 33747807950 scopus 로고    scopus 로고
    • and references cited therein). Concerning emission spectra of hexachlorinated and triiodinated Ir complexes 3b and 5, such halogen substituents may facilitate thermal deactivation via non-radiative pathway, as suggested by the reviewer
    • Ueno, T.; Urano, Y.; Kojima, H.; Nagano, T. J. Am. Chem. Soc. 2006, 128, 10640-10641, and references cited therein). Concerning emission spectra of hexachlorinated and triiodinated Ir complexes 3b and 5, such halogen substituents may facilitate thermal deactivation via non-radiative pathway, as suggested by the reviewer.
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 10640-10641
    • Ueno, T.1    Urano, Y.2    Kojima, H.3    Nagano, T.4
  • 89
    • 79951643274 scopus 로고    scopus 로고
    • 3 complex, but these complexes emit blue-color luminescence (ref 8d)
    • For example, Lasker et al. introduced methoxy and fluoro groups on Ir(ppy)3 complex, but these complexes emit blue-color luminescence (ref 8d).
  • 90
    • 79951654722 scopus 로고    scopus 로고
    • note
    • T), it seems that less polar solvents afford larger emission intensity.
  • 91
    • 79951667946 scopus 로고    scopus 로고
    • UV-vis spectral change of 12 by protonation and deprotonation are shown in Figure S7 in the Supporting Information which shows a blue shift (ca. 40 nm) of absorption upon addition of excess amount of HCl
    • UV-vis spectral change of 12 by protonation and deprotonation are shown in Figure S7 in the Supporting Information which shows a blue shift (ca. 40 nm) of absorption upon addition of excess amount of HCl.
  • 94
    • 79951669262 scopus 로고    scopus 로고
    • 3 12 suggest that the difference of the energy gaps between HOMO and LUMO between these species are very small. A detailed calculation is now underway
    • Preliminary results of DFT calculation of 12 and H3 12 suggest that the difference of the energy gaps between HOMO and LUMO between these species are very small. A detailed calculation is now underway.
  • 95
    • 79951602391 scopus 로고    scopus 로고
    • 6)at 25 °C are shown in Figure S8 in the Supporting Information. A summary of potential gaps of the first oxidation and reduction of 1,22, and 12 in comparison with those of benzonitrile and aniline are displayed in Figure S9 in the Supporitng Information
    • Typical CV curves of 1, 22, and 12 in DMF containing 0.1 M nBu4N(PF6)at 25 °C are shown in Figure S8 in the Supporting Information. A summary of potential gaps of the first oxidation and reduction of 1,22, and 12 in comparison with those of benzonitrile and aniline are displayed in Figure S9 in the Supporitng Information.
  • 96
    • 79951589596 scopus 로고    scopus 로고
    • The pH-dependent change in UV/vis spectra of 12 (10 μM) in DMSO/100 mM buffer (pH 3-10) is shown in Figure S10 in the Supporting Information
    • The pH-dependent change in UV/vis spectra of 12 (10 μM) in DMSO/100 mM buffer (pH 3-10) is shown in Figure S10 in the Supporting Information.
  • 97
    • 79951603247 scopus 로고    scopus 로고
    • 2O) are lower than those in other organic solvent systems (see Figure S6 in the Supporting Information), possibly because of the greater polarity of water than those of other organic solvents
    • Note that emission intensity of H312 and acid-free 12 in solvent systems containing water (such as DMSO/H2O) are lower than those in other organic solvent systems (see Figure S6 in the Supporting Information), possibly because of the greater polarity of water than those of other organic solvents.
  • 100
    • 79951660898 scopus 로고    scopus 로고
    • 2H, possibly because of the existence of water in the solvent system (see Figure S6 in the Supporting Information and ref 32 in this manuscript)
    • As shown in Supporting Information, Figure S11, emission enhancement of 12 upon addition of aq. HCl is smaller than that upon addition of MeSO3H regardless of the stronger acidity of HCl than that of MeSO2H, possibly because of the existence of water in the solvent system (see Figure S6 in the Supporting Information and ref 32 in this manuscript).


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