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Volumn 109, Issue 44, 2005, Pages 10168-10175

Selective oxygenation of 4,4′-dimethylbiphenyl with molecular oxygen, catalyzed by 9-phenyl-10-methylacridinium ion via photoinduced electron transfer

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBONS; ENERGY TRANSFER; IRRADIATION; PARAMAGNETIC RESONANCE; PHOTOCATALYSIS; QUANTUM THEORY;

EID: 28144451038     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp053465q     Document Type: Article
Times cited : (31)

References (72)
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    • 4′-Diformylbiphenyl was also prepared by the Suzuki coupling reaction of 4-formylboronic acid with 4-bromobenzaldehyde, see: (a) Kuroboshi, M.; Waki, Y.; Tanaka, H. J. Org. Chem. 2003, 68, 3938.
    • (2003) J. Org. Chem. , vol.68 , pp. 3938
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  • 30
    • 0000955391 scopus 로고
    • The SHACV method provides a superior approach to directly evaluating the one-electron redox potentials in the presence of a follow-up chemical reaction, relative to the better-known dc and fundamental harmonic ac methods, see: (a) Bond, A. M.; Smith, D. E. Anal. Chem. 1974, 46, 1946.
    • (1974) Anal. Chem. , vol.46 , pp. 1946
    • Bond, A.M.1    Smith, D.E.2
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    • note
    • + was soluble (chloroform, chlorobenzene, dichloromethane, tetrahydrofuran, and acetonitrile).
  • 34
    • 28144450508 scopus 로고    scopus 로고
    • note
    • 3CN (the yield < 1% after 12 h photoirradiation).
  • 35
    • 28144457580 scopus 로고    scopus 로고
    • note
    • + still remains after 10 h photoirradiation, acting as an effective photocatalyst (Figures 1 and 2).
  • 36
    • 28144459505 scopus 로고    scopus 로고
    • note
    • Some precipitates were formed at a prolonged irradiation time, indicating the formation of small amounts of polymeric products.
  • 43
    • 0042727223 scopus 로고
    • No triplet-triplet absorption due to 4,4′-dimethylbiphenyl was observed under the present experimental conditions. For the triplet-triplet absorption due to 4,4′-dimethylbiphenyl and biphenyl, see: (a) Naik, D. B.; Dey, G. R.; Kishore, K.; Moorthy, P. N. J. Photochem. Photobiol., A 1992, 68, 337.
    • (1992) J. Photochem. Photobiol., A , vol.68 , pp. 337
    • Naik, D.B.1    Dey, G.R.2    Kishore, K.3    Moorthy, P.N.4
  • 46
    • 28144447019 scopus 로고    scopus 로고
    • note
    • • to the radical cation. This may be the reason the decay of the radical cation in the absence of oxygen is faster than that in the presence of oxygen at the initial stage of the reaction (Figure 3).
  • 50
    • 0001109269 scopus 로고
    • The absorption bands due to the benzyl type radical appear at λ = 320 nm, see: (a) Porter, G.; Wright, F. J. Trans. Faraday Soc. 1955, 51, 1469.
    • (1955) Trans. Faraday Soc. , vol.51 , pp. 1469
    • Porter, G.1    Wright, F.J.2
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    • 0000192632 scopus 로고
    • (b) Tokumura, K.; Ozaki, T.; Nosaka, H.; Saigusa, Y.; Itoh, M. J. Am. Chem. Soc. 1991, 113, 4974. The present experimental conditions in the presence of a large concentration of 4,4′-dimethylbiphenyl have also precluded the detection of the benzyl type radical.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 4974
    • Tokumura, K.1    Ozaki, T.2    Nosaka, H.3    Saigusa, Y.4    Itoh, M.5
  • 61
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    • Fox, M. A., Chanon, M., Ed.; Elsevier: Amsterdam
    • Fukuzumi, S.; Tanaka, T. Photoinduced Electron Transfer, Fox, M. A., Chanon, M., Ed.; Elsevier: Amsterdam, 1988; Part C, p 578.
    • (1988) Photoinduced Electron Transfer , Issue.PART C , pp. 578
    • Fukuzumi, S.1    Tanaka, T.2
  • 62
    • 0037834641 scopus 로고    scopus 로고
    • If the autoxidation process plays an important role in the photocatalytic oxygenation of RH, the quantum yield would increase linearly with increasing RH concentration, see: Suga, K.; Ohkubo, K.; Fukuzumi, S. J. Phys. Chem. A 2003, 107, 4339.
    • (2003) J. Phys. Chem. A , vol.107 , pp. 4339
    • Suga, K.1    Ohkubo, K.2    Fukuzumi, S.3
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    • note
    • •+ are much smaller than those in Figure 4.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.