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Volumn 128, Issue 39, 2006, Pages 12879-12885

Luminescent triarylborane-functionalized polystyrene: Synthesis, photophysical characterization, and anion-binding studies

Author keywords

[No Author keywords available]

Indexed keywords

ANION BINDING STUDY; ENVIRONMENTAL STABILITY; LEWIS ACIDITY; PHOTOPHYSICAL CHARACTERIZATION;

EID: 33749536917     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja063302v     Document Type: Article
Times cited : (298)

References (74)
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    • note
    • 2 with stannylated bithiophene derivatives, selectivities of >90% were realized in all cases according to 1H NMR spectroscopy. In order to avoid the formation of any triarylborane groups in this step, a slight deficiency of the tin reagents was applied in the polymer substitution reactions.
  • 57
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    • note
    • 11B NMR resonances.
  • 58
    • 33749515374 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for details.
  • 60
    • 33749521363 scopus 로고    scopus 로고
    • note
    • The environmental stability of the polymers in the solid state is slightly higher than that of the molecular species; in solution, similar stabilities were observed for molecular species and polymers. Attempts to further improve the steric protection of the boron sites to allow for applications under ambient conditions are currently under way.
  • 62
    • 33749511944 scopus 로고    scopus 로고
    • note
    • cm = 450 nm), respectively.
  • 63
    • 33749532049 scopus 로고    scopus 로고
    • Gaussian, Inc.: Wallingford CT
    • DFT calculations were performed with the Gaussian03 program (Revision C. 02, Frisch, M. J.; et al.; Gaussian, Inc.: Wallingford CT. 2004). Geometries and electronic properties were calculated by means of the hybrid density functional B3LYP with the basis set of 6-3IG(d). The input files and orbital representations were generated using Gaussview. Excitation data were calculated using TD-DFT (B3LYP) methods.
    • (2004) Revision C. 02
    • Frisch, M.J.1
  • 64
    • 33749506944 scopus 로고    scopus 로고
    • note
    • Similar changes in the HOMO and LUMO levels of arylboranes upon nucleophile binding have been reported by Yamaguchi and co-workers. See refs 2a and 5.
  • 65
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    • For a review on optical halide sensing, see: (a) Geddes, C. D. Meas. Sci. Technol. 2001, 12, R53-R88. See also:
    • (2001) Meas. Sci. Technol. , vol.12
    • Geddes, C.D.1
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    • Bianchi, A.; Bowman-James, K.; García-España, E., Eds. Wiley-VCH: New York
    • (c) Bianchi, A.; Bowman-James, K.; García-España, E., Eds. Supramolecular Chemistry of Anions; Wiley-VCH: New York, 1997.
    • (1997) Supramolecular Chemistry of Anions
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    • note
    • The different behavior of PSBMesNBT indicates that the amplification effect is not simply due to dynamic exchange of fluoride between neighboring boron sites.
  • 70
    • 0042193013 scopus 로고    scopus 로고
    • and references therein
    • The phenomenon of exciton migration in non-conjugated polymers is more commonly observed for thin films. See: Broadwater, S. J.; Mickey, M. K.; McQuade, D. T. J. Am. Chem. Soc. 2003, 725, 11154-11155 and references therein.
    • (2003) J. Am. Chem. Soc. , vol.725 , pp. 11154-11155
    • Broadwater, S.J.1    Mickey, M.K.2    McQuade, D.T.3
  • 71
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    • Cyanide-sensitive fluorescent probes based on boronic acids have recently been reported: Badugu, R.; Lakowicz, J. R.; Geddes, C. D. Dyes Pigm. 2005, 64, 49-55.
    • (2005) Dyes Pigm. , vol.64 , pp. 49-55
    • Badugu, R.1    Lakowicz, J.R.2    Geddes, C.D.3
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    • note
    • The slight emission enhancement of PSBMesNBT in the presence of excess chloride is likely due to changes in solvent polarity.
  • 73
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    • note
    • Similar anion selectivity was observed for the respective model systems.
  • 74
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    • note
    • Emission from tetracoordinate species is observed throughout the titrations of the polymers and model compounds with fluoride, but in the case of PSBMesHBT, energy transfer leads to emission only from the lower energy states at relatively low fluoride concentrations. This is consistent with the results described for the copolymer emission.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.