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Volumn 71, Issue 8, 2006, Pages 3167-3175

Oxygen acidity of ring methoxylated 1,1-diarylalkanol radical cations bearing α-cyclopropyl groups. The competition between O-neophyl shift and C-cyclopropyl β-scission in the intermediate 1,1-diarylalkoxyl radicals

Author keywords

[No Author keywords available]

Indexed keywords

ACIDITY; ALCOHOLS; CHEMICAL BONDS; REACTION KINETICS; SPECTROSCOPIC ANALYSIS; WATER;

EID: 33645784524     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0600860     Document Type: Article
Times cited : (7)

References (45)
  • 19
    • 33645781412 scopus 로고    scopus 로고
    • note
    • As a matter of comparison, after a 30 s irradiation, a slightly higher amount of ketone was observed when the reaction was carried out in basic solution (45%, with respect to the starting arylalkanol 3, at pH = 9.5 as compared to 37% at pH = 3.5).
  • 21
    • 33645791371 scopus 로고    scopus 로고
    • note
    • 8 (see, for example, Figure 2) were thus obtained by subtraction of the absorption due to this species recorded in the 380-430-nm region. No additional attempt was made to identify this species.
  • 27
    • 33645795348 scopus 로고    scopus 로고
    • note
    • .+ at pH = 3.5 was observed to be influenced by the chemical radiation dose or by the laser intensity (i.e., by the concentration of radicals in solution), the slightly higher value measured when the LFP technique was employed may reflect the fact that relatively lower radical concentrations could be obtained in the PR experiments as compared to the LFP ones.
  • 28
    • 33645759598 scopus 로고    scopus 로고
    • note
    • -1, respectively (see ref 28).
  • 30
    • 33645786660 scopus 로고    scopus 로고
    • note
    • -1 (see ref 2).
  • 32
    • 33645759369 scopus 로고    scopus 로고
    • note
    • N values: 0.460, 0.898, and 1.000, respectively (see ref 32).
  • 34
    • 33645787662 scopus 로고    scopus 로고
    • See ref 32, pp 462-463
    • See ref 32, pp 462-463.
  • 37
    • 0000213430 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, and references therein
    • See, for example: Suárez, E.; Rodriguez, M. S. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 2, pp 440-454 and references therein.
    • (2001) Radicals in Organic Synthesis , vol.2 , pp. 440-454
    • Suárez, E.1    Rodriguez, M.S.2
  • 38
    • 33645793634 scopus 로고    scopus 로고
    • note
    • For a critical discussion on C-cyclopropyl β-scission reactions in arylcarbinyloxyl radicals, see ref 30.
  • 39
    • 33645785940 scopus 로고    scopus 로고
    • note
    • 2O (see ref 39).
  • 42
    • 33645773541 scopus 로고    scopus 로고
    • note
    • r.. The observation that this absorption is only slightly affected by oxygen is in line with this assignment, as only the decay of the rearranged carbon-centered radical, formed in smaller amounts as compared to 4, 4′- dimethoxybenzophenone, is affected by oxygen.
  • 43
    • 33645788938 scopus 로고    scopus 로고
    • note
    • r. in water.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.