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Volumn 118, Issue 21, 1996, Pages

Photoinduced electron transfer chemistry of 9-methylanthracene. Substrate as both electron donor and acceptor in the presence of the 1-ethyl-3-methylimidazolium ion

Author keywords

[No Author keywords available]

Indexed keywords


EID: 5544244585     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (2)

References (64)
  • 4
    • 5544278073 scopus 로고
    • Weast, R. C., Ed.; CRC Press: Boca Raton, FL
    • rd ed.; Weast, R. C., Ed.; CRC Press: Boca Raton, FL, 1982; p B-113.
    • (1982) rd Ed.
  • 5
    • 0000809968 scopus 로고
    • Mamantov, G., Braunstein, J., Eds.; Elsevier: Amsterdam
    • Pagni, R. M. In Advances in Molten Salt Chemistry; Mamantov, G., Braunstein, J., Eds.; Elsevier: Amsterdam, 1987; Vol. 6; p 211.
    • (1987) Advances in Molten Salt Chemistry , vol.6 , pp. 211
    • Pagni, R.M.1
  • 15
    • 5544289480 scopus 로고    scopus 로고
    • note
    • 3CN were adjusted to correspond to their values in the molten salt.
  • 16
    • 5544281298 scopus 로고    scopus 로고
    • note
    • 1H NMR). No chlorinated products were detected either.
  • 18
    • 5544228951 scopus 로고    scopus 로고
    • note
    • Only one of two isomers of 4 (cis; trans) is formed in the photoreactions. Attempts to determine the stereochemistry of the independently made material by X-ray crystallography have so far been unsuccessful (space group p21/a; thin plates with 16 molecules per unit cell): Alan Hazell, University of Aarhus, unpublished results.
  • 21
    • 5544282863 scopus 로고    scopus 로고
    • note
    • 7b
  • 24
    • 5544303001 scopus 로고    scopus 로고
    • note
    • -•and ∈ is the dielectric constant of the solvent.
  • 25
    • 0003924674 scopus 로고
    • Marcel Dekker: New York
    • 3. Its triplet energy probably lies in the range of 40-42 kcal/mol. See: Murov, S. L. Handbook of Photochemistry; Marcel Dekker: New York, 1973.
    • (1973) Handbook of Photochemistry
    • Murov, S.L.1
  • 26
    • 5544321394 scopus 로고    scopus 로고
    • note
    • Attempts were made to study the early parts of these reactions by flash photolysis. Unfortunately, the yields of relevant transients were too low in acetonitrile. In both media, multiphoton ionization was a problem. J. Wirz, University of Basel, unpublished results.
  • 27
    • 5544228950 scopus 로고    scopus 로고
    • note
    • 3CN because of the low yields of the relevant photoproducts.
  • 30
    • 5544291233 scopus 로고    scopus 로고
    • note
    • 4 can be taken as the error limits of the measurements.
  • 32
    • 5544274828 scopus 로고    scopus 로고
    • note
    • 2H NMR spectrum clearly showed the presence of deuterum at positions 9, 10, and 10′ from 7 isolated from both experiments.
  • 33
    • 5544324697 scopus 로고    scopus 로고
    • note
    • For example, the molecular ions were flanked by significant M-H and M-2H peaks.
  • 35
    • 5544233107 scopus 로고    scopus 로고
    • note
    • • → 6 + EMI:, is exothermic (ΔG ≈ -3.6-20 kcal/mol).
  • 41
    • 5544268141 scopus 로고    scopus 로고
    • note
    • Other hydrogen atom abstractions are possible but less likely (endothermicity of reaction; lack of formation of appropriate products).
  • 42
    • 5544305697 scopus 로고    scopus 로고
    • note
    • 43
  • 46
    • 5544302997 scopus 로고    scopus 로고
    • note
    • 3An could also be regenerated by proton and/or hydrogen atom abstraction reactions. We have no evidence for this. Analysis of recovered 9-methylanthracene in the deuterium-labeling experiments revealed no mixing of H and D at the methyl position.
  • 47
    • 5544321391 scopus 로고    scopus 로고
    • note
    • 47
  • 49
    • 5544307730 scopus 로고    scopus 로고
    • note
    • 1: 1a ≈ 50, for example).
  • 51
    • 5544268142 scopus 로고    scopus 로고
    • note
    • Both additions are exothermic (Benson's method: citation in ref 32).
  • 53
    • 5544252108 scopus 로고    scopus 로고
    • note
    • +.
  • 55
    • 5544289477 scopus 로고    scopus 로고
    • note
    • 3CN.
  • 56
    • 5544223969 scopus 로고    scopus 로고
    • note
    • Because the photoreactions in BPC are redox in nature, reduction products such as N-butyl-1,4-dihydropyridine and the BP dimer must be formed in the reaction. The dimer may have gone undetected because of its reaction with HCl generated in the reaction to form a salt.
  • 57
    • 5544312952 scopus 로고    scopus 로고
    • note
    • •, either conceitedly or stepwise.
  • 60
    • 5544230661 scopus 로고    scopus 로고
    • note
    • 9 Thus An is the donor and indirectly the acceptor.
  • 62
    • 5544321390 scopus 로고    scopus 로고
    • note
    • 56


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.