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Volumn 76, Issue 2, 2011, Pages 573-582

Structure and C-S bond cleavage in aryl 1-methyl-1-arylethyl sulfide radical cations

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION BAND; BOND SCISSIONS; BOND-DISSOCIATION FREE ENERGIES; C-C BONDS; C-S BOND CLEAVAGE; CARBOCATIONS; DELOCALIZATIONS; DFT CALCULATION; FIRST ORDER KINETICS; HEXAFLUOROPHOSPHATES; LASER FLASH PHOTOLYSIS; METHOXY; PHENANTHRIDINIUM; RADICAL CATIONS; REORGANIZATION ENERGIES; SPIN DELOCALIZATIONS; STEADY STATE; STEADY-STATE PHOTOLYSIS;

EID: 78651498737     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo102086f     Document Type: Article
Times cited : (24)

References (83)
  • 21
    • 78651476522 scopus 로고    scopus 로고
    • A sulfide radical cation can also undergo C-S bond cleavage giving a sulfenyl cation and an alkyl radical, but as far as we know, there is no report dealing with this type of cleavage that generally is less thermodynamically favored with respect to that reported in eq 1
    • A sulfide radical cation can also undergo C-S bond cleavage giving a sulfenyl cation and an alkyl radical, but as far as we know, there is no report dealing with this type of cleavage that generally is less thermodynamically favored with respect to that reported in eq 1.
  • 44
    • 78651488353 scopus 로고    scopus 로고
    • The C-S cleavage occurs by a unimolecular pathway as demonstrated by the study of the stereochemistry of the C-S fragmentation in 1-phenylethyl phenyl sulfide radical cation. (10)
    • The C-S cleavage occurs by a unimolecular pathway as demonstrated by the study of the stereochemistry of the C-S fragmentation in 1-phenylethyl phenyl sulfide radical cation. (10)
  • 46
    • 84855638371 scopus 로고    scopus 로고
    • 3CN used in all of the experiments
    • 3CN used in all of the experiments
  • 51
    • 84855638372 scopus 로고    scopus 로고
    • +•
    • +•.
  • 54
    • 84855634792 scopus 로고    scopus 로고
    • -1. (14)
    • -1. (14)
  • 55
    • 37049089323 scopus 로고
    • max value (580 nm) has been reported for the radical cation of 4-methoxythioanisole in water
    • max value (580 nm) has been reported for the radical cation of 4-methoxythioanisole in water. Jonsson, M.; Lind, J.; Merényi, G.; Eriksen, T. E. J. Chem. Soc., Perkin Trans. 2 1995, 67-70
    • (1995) J. Chem. Soc., Perkin Trans. 2 , pp. 67-70
    • Jonsson, M.1    Lind, J.2    Merényi, G.3    Eriksen, T.E.4
  • 57
    • 84855634790 scopus 로고    scopus 로고
    • 1/2 = 7.3 μs
    • 1/2 = 7.3 μs.
  • 58
    • 84855638367 scopus 로고    scopus 로고
    • +
    • +.
  • 69
    • 6044227340 scopus 로고    scopus 로고
    • Wavefunction, Inc.: Irvine, CA
    • Spartan 5.01; Wavefunction, Inc.: Irvine, CA.
    • Spartan 5.01
  • 73
    • 84855633784 scopus 로고    scopus 로고
    • + • with respect to the a conformers (see Table S2 in Supporting Information)
    • + • with respect to the a conformers (see Table S2 in Supporting Information).
  • 74
    • 84855633786 scopus 로고    scopus 로고
    • +•
    • +•.
  • 75
    • 84855633785 scopus 로고    scopus 로고
    • + •. The two barriers were found to be very low: 1.97 and 0.52 kcal/mol for the a → b and b → a conversion, respectively. Therefore it should no matter if the radical cation is predominantly formed in conformation a when this is the most stable conformation
    • + •. The two barriers were found to be very low: 1.97 and 0.52 kcal/mol for the a → b and b → a conversion, respectively. Therefore it should no matter if the radical cation is predominantly formed in conformation a when this is the most stable conformation.
  • 80
    • 84855633780 scopus 로고    scopus 로고
    • + ≈ -4.5 for substituted tert -cumyl chlorides (40))
    • + ≈ -4.5 for substituted tert -cumyl chlorides (40)).
  • 83
    • 78651511457 scopus 로고    scopus 로고
    • note
    • -1 more endergonic than C-S bond cleavage.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.