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Volumn 121, Issue 8, 1999, Pages 1688-1694

Electron-transfer mechanisms with photoactivated quinones. The encounter complex versus the Rehm-Weller paradigm

Author keywords

[No Author keywords available]

Indexed keywords

1,2,4 TRIMETHYLBENZENE; ACETONITRILE; DICHLOROXYLOQUINONE; QUINONE DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG;

EID: 0033518863     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja982710z     Document Type: Article
Times cited : (77)

References (104)
  • 16
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    • Butterworth: London
    • For reviews, see: (b) Cannon, R. D. Electron-Transfer Reactions; Butterworth: London, 1980. (c) Eberson, L. Adv. Phys. Org. Chem. 1982, 18, 79.
    • (1980) Electron-Transfer Reactions
    • Cannon, R.D.1
  • 17
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    • For reviews, see: (b) Cannon, R. D. Electron-Transfer Reactions; Butterworth: London, 1980. (c) Eberson, L. Adv. Phys. Org. Chem. 1982, 18, 79.
    • (1982) Adv. Phys. Org. Chem. , vol.18 , pp. 79
    • Eberson, L.1
  • 29
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    • note
    • (e) As pointed out by one of the reviewers, the possibility of exciplex formation was already mentioned by Rehm and Weller in ref 2.
  • 30
    • 0344520460 scopus 로고    scopus 로고
    • note
    • (f) For the bearing of the Kuzmin mechanism on our results, see the Discussion.
  • 32
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    • note
    • 13b,c we avoid this terminology to minimize confusion.
  • 35
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    • CT). See: (a) Ketalaar, J. A. A. J. Phys. Radium 1954, 15, 197. (b) Tamres, M.; Brandon, M. J. Am. Chem. Soc. 1960, 82, 2134. (c) See also Rathore et al. in ref 12.
    • (1954) J. Phys. Radium , vol.15 , pp. 197
    • Ketalaar, J.A.A.1
  • 36
    • 0001179830 scopus 로고
    • CT). See: (a) Ketalaar, J. A. A. J. Phys. Radium 1954, 15, 197. (b) Tamres, M.; Brandon, M. J. Am. Chem. Soc. 1960, 82, 2134. (c) See also Rathore et al. in ref 12.
    • (1960) J. Am. Chem. Soc. , vol.82 , pp. 2134
    • Tamres, M.1    Brandon, M.2
  • 37
    • 0344089303 scopus 로고    scopus 로고
    • See also Rathore et al. in ref 12
    • CT). See: (a) Ketalaar, J. A. A. J. Phys. Radium 1954, 15, 197. (b) Tamres, M.; Brandon, M. J. Am. Chem. Soc. 1960, 82, 2134. (c) See also Rathore et al. in ref 12.
  • 38
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    • +) + ⋯ See: (a) Mulliken, R. S. J. Am. Chem. Soc. 1950, 72, 600. (b) Mulliken, R. S. J. Am. Chem. Soc. 1952, 74, 811. (c) Mulliken, R. S.; Person, W. B. Molecular Complexes; Wiley: New York, 1969.
    • (1950) J. Am. Chem. Soc. , vol.72 , pp. 600
    • Mulliken, R.S.1
  • 39
    • 33947448345 scopus 로고
    • +) + ⋯ See: (a) Mulliken, R. S. J. Am. Chem. Soc. 1950, 72, 600. (b) Mulliken, R. S. J. Am. Chem. Soc. 1952, 74, 811. (c) Mulliken, R. S.; Person, W. B. Molecular Complexes; Wiley: New York, 1969.
    • (1952) J. Am. Chem. Soc. , vol.74 , pp. 811
    • Mulliken, R.S.1
  • 40
    • 0004274056 scopus 로고
    • Wiley: New York
    • +) + ⋯ See: (a) Mulliken, R. S. J. Am. Chem. Soc. 1950, 72, 600. (b) Mulliken, R. S. J. Am. Chem. Soc. 1952, 74, 811. (c) Mulliken, R. S.; Person, W. B. Molecular Complexes; Wiley: New York, 1969.
    • (1969) Molecular Complexes
    • Mulliken, R.S.1    Person, W.B.2
  • 45
    • 0344951268 scopus 로고    scopus 로고
    • note
    • 12,16 The transient absorption spectrum obtained upon 10-ns laser excitation (at 355 nm) of DDQ in acetonitrile exhibits a single absorption band centered at 640 nm.
  • 46
    • 0344951269 scopus 로고    scopus 로고
    • Unpublished results. See also ref 16a
    • Hubig, S. M. Unpublished results. See also ref 16a.
    • Hubig, S.M.1
  • 47
    • 0344520455 scopus 로고    scopus 로고
    • note
    • 19c respectively.
  • 50
    • 0344951263 scopus 로고    scopus 로고
    • note
    • 20b,c
  • 53
    • 0032054091 scopus 로고    scopus 로고
    • •) radicals. However, salt-effect studies unambiguously show that the hydrogen transfer occurs via (rate-determining) electron transfer followed by fast proton transfer. See: Bockman, T. M.; Hubig, S. M.; Kochi, J. K. J. Am. Chem. Soc. 1998, 120, 2826.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2826
    • Bockman, T.M.1    Hubig, S.M.2    Kochi, J.K.3
  • 55
    • 0344089293 scopus 로고    scopus 로고
    • note
    • ET 1/[ArH] (3)
  • 58
    • 0344951261 scopus 로고    scopus 로고
    • note
    • -1).
  • 61
    • 0344520451 scopus 로고    scopus 로고
    • note
    • 25b,c See also ref 2.
  • 65
    • 0344089287 scopus 로고    scopus 로고
    • note
    • 2/∈R) is assumed to be constant for all donor/ acceptor combinations employed in this study.
  • 70
    • 0344520444 scopus 로고    scopus 로고
    • note
    • -1). See also ref 12.
  • 71
    • 0344520442 scopus 로고    scopus 로고
    • note
    • -1 is most likely not the fastest intrinsic electron-transfer rate constant and may be exceeded substantially in diffusion-controlled electron transfers at highly exergonic driving forces.
  • 73
    • 0345382799 scopus 로고    scopus 로고
    • note
    • 11 is related to the experimental observation of ion radicals. When ion radicals are not observed. the exciplex decays directly to the ground state (without the completion of the electron transfer and the intervention of ion radicals). Alternatively, the observation of ion radicals is attributed to ionic dissociation of the exciplex which necessitates complete electron transfer similar to that in Scheme 1.
  • 75
    • 0344520438 scopus 로고    scopus 로고
    • Weller, A. Reference 9
    • Weller, A. Reference 9.
  • 76
    • 0345382795 scopus 로고    scopus 로고
    • note
    • 25d vs SCE.
  • 77
    • 0345382794 scopus 로고    scopus 로고
    • note
    • -1 which corresponds to a lifetime of 50 ps for the encounter complex. See also: Marcus, R. A. Reference 5a.
  • 78
    • 0030889142 scopus 로고    scopus 로고
    • 10c,11a,34c (where the excited-state lifetimes are orders of magnitude shorter than those of the triplet quinones), and thus the relevance of the lifetimes is questionable. [Note that a direct comparison of encounter complexes with singlet and triplet quinone is not possible owing to the ultrashort lifetime (≈ 10 ps) of singlet excited quinones. See: Hubig, S. M.; Bockman, T. M.; Kochi, J. K. J. Am. Chem. Soc. 1997, 119, 2926.]
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 2926
    • Hubig, S.M.1    Bockman, T.M.2    Kochi, J.K.3
  • 94
    • 0344520428 scopus 로고    scopus 로고
    • note
    • 15 This photoinduced charge-separation process is strongly endergonic by nature, and thus the corresponding charge recombination or back electron transfer is exergonic.
  • 95
    • 0030831029 scopus 로고    scopus 로고
    • The charge-transfer transitions in the absorption spectra of the encounter complexes [Q*, ArH] point to a strong orbital overlap between donor and acceptor molecule, which is achieved by close contact as observed in the analogous ground-state EDA complexes. See: Rathore, R.; Lindeman, S. V.; Kochi, J. K. J. Am. Chem. Soc. 1997, 119, 9393.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 9393
    • Rathore, R.1    Lindeman, S.V.2    Kochi, J.K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.