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Volumn 131, Issue 25, 2009, Pages 8756-8757

Electron-transfer photoredox catalysis: Development of a tin-free reductive dehalogenation reaction

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL RADICALS; CHEMICAL EQUATIONS; CHEMO-SELECTIVITY; ELECTRON-TRANSFER; GOOD YIELD; HYDROGEN ATOMS; PHOTOREDOX CATALYSIS; REDUCTIVE DEHALOGENATION; RU CATALYSTS; RU(BPY); SINGLE ELECTRON; SINGLE ELECTRON TRANSFER; VISIBLE LIGHT; VISIBLE LIGHT EXCITATION;

EID: 67649625293     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9033582     Document Type: Article
Times cited : (804)

References (23)
  • 2
    • 0011357673 scopus 로고
    • For selected early examples of photoactivation of metal catalysts, see
    • For selected early examples of photoactivation of metal catalysts, see: (a) Srinivasan, R. J. Am. Chem. Soc. 1963, 85, 3048.
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 3048
    • Srinivasan, R.1
  • 8
    • 1442326812 scopus 로고    scopus 로고
    • For reviews of sustainable chemistry, see
    • For reviews of sustainable chemistry, see: (a) Albini, A.; Fagnoni, M. Green Chem. 2004, 6, 1.
    • (2004) Green Chem. , vol.6 , pp. 1
    • Albini, A.1    Fagnoni, M.2
  • 10
    • 0036860845 scopus 로고    scopus 로고
    • For a review of reductive dehalogenation, see
    • For a review of reductive dehalogenation, see: Alonso, F.; Beletskaya, I. P.; Yus, M. Chem. Rev. 2002, 102, 4009.
    • (2002) Chem. Rev. , vol.102 , pp. 4009
    • Alonso, F.1    Beletskaya, I.P.2    Yus, M.3
  • 11
    • 0346758422 scopus 로고
    • For the use of dihydroacridines as a hydrogen atom source for the reduction of R-haloacetophenones using photoredox catalysis, see
    • For the use of dihydroacridines as a hydrogen atom source for the reduction of R-haloacetophenones using photoredox catalysis, see: Fukuzumi, S.; Mochizuki, S.; Tanaka, T. J. Phys. Chem. 1990, 94, 722.
    • (1990) J. Phys. Chem. , vol.94 , pp. 722
    • Fukuzumi, S.1    Mochizuki, S.2    Tanaka, T.3
  • 12
    • 62749135024 scopus 로고    scopus 로고
    • For selected recent examples of Sn-free radical reactions, including dehalogenations, see
    • For selected recent examples of Sn-free radical reactions, including dehalogenations, see: (a) Gong, H.; Andrews, R. S.; Zuccarello, J. L.; Lee, S. J.; Gagné, M. R. Org. Lett. 2009, 11, 879.
    • (2009) Org. Lett. , vol.11 , pp. 879
    • Gong, H.1    Andrews, R.S.2    Zuccarello, J.L.3    Lee, S.J.4    Gagné, M.R.5
  • 16
    • 0028068032 scopus 로고
    • It has been previously demonstrated that cation formation at the benzylic position of these substrates is disfavored. See
    • It has been previously demonstrated that cation formation at the benzylic position of these substrates is disfavored. See: Bruncko, M.; Crich, D.; Samy, R. J. Org. Chem. 1994, 59, 5543.
    • (1994) J. Org. Chem. , vol.59 , pp. 5543
    • Bruncko, M.1    Crich, D.2    Samy, R.3
  • 17
    • 64849113664 scopus 로고    scopus 로고
    • For a recent example of Co-mediated radical dimerization for the preparation of bispyrrolidinoindoline alkaloids, see
    • For a recent example of Co-mediated radical dimerization for the preparation of bispyrrolidinoindoline alkaloids, see: Kim, J.; Ashenhurst, J. A.; Movassaghi, M. Science 2009, 324, 238.
    • (2009) Science , vol.324 , pp. 238
    • Kim, J.1    Ashenhurst, J.A.2    Movassaghi, M.3
  • 18
    • 67649604745 scopus 로고    scopus 로고
    • note
    • The photochemistry setup can be purchased from retail stores for <$15. See the Supporting Information for further details.
  • 20
    • 67649592690 scopus 로고    scopus 로고
    • note
    • Examination of other Ru catalysts with larger reduction potentials to address the reduction of unactivated halides is currently underway.
  • 23
    • 67649628685 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.