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Volumn 125, Issue 30, 2003, Pages 9147-9157

Spectroscopic and calorimetric studies on the mechanism of methylenecyclopropane rearrangements triggered by photoinduced electron transfer

Author keywords

[No Author keywords available]

Indexed keywords

ELECTRON TRANSITIONS; PHOTOACOUSTIC EFFECT; PHOTOCHEMICAL REACTIONS; PHOTOSENSITIZERS; SPECTROSCOPIC ANALYSIS;

EID: 0042868645     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0277982     Document Type: Article
Times cited : (41)

References (69)
  • 4
    • 0042874407 scopus 로고    scopus 로고
    • note
    • A part of this work was presented at the 8th IUPAC Conference on Physical Organic Chemistry (Japan, 1986) and at the 10th International Conference on Physical Organic Chemistry, Organic Chemistry Division, IUPAC (Israel, 1990) and reported as a preliminary communication.
  • 9
    • 0042373360 scopus 로고    scopus 로고
    • note
    • - makes it easy to observe TR absorption spectra at the region below 450 nm, while the lifetime of cation radicals is extended by coexistence of BP with DCA.
  • 10
    • 0042874406 scopus 로고    scopus 로고
    • note
    • The ratio seems to be affected by the kinetic isotope effects on the CRCL and DRCY step. Similar kinetic isotope effects have been found to be responsible for the 52:48 ratio observed in the PET degenerate Cope rearrangement between 3,3,4,4-tetradeuterio-2,5-diphenyl-1,5-hexadiene and the corresponding 1,1,2,2-tetradeuterio derivative which proceeds in a cation radical cyclization-diradical cleavage mechanism.
  • 15
    • 0041872325 scopus 로고    scopus 로고
    • note
    • For the mechanism of the [3 + 2] cycloadditions of 1, see ref 10.
  • 16
    • 0042373357 scopus 로고    scopus 로고
    • note
    • For an EPR spectrum of the parent TMM cation radical, see ref 15.
  • 21
    • 0042874404 scopus 로고    scopus 로고
    • note
    • See also the data of 2-methylallyl radical shown in Scheme 9.
  • 27
    • 0041872324 scopus 로고    scopus 로고
    • note
    • A PM3 UHF calculation suggests that there is no significant activation energy for free rotation of the methyl group in the 2-methylallyl radical. See also ref 25.
  • 28
    • 0041872322 scopus 로고    scopus 로고
    • note
    • A preliminary semiempirical calculation was carried out using MOPAC ver. 6 on a CAChe WorkSystem.
  • 29
    • 0041872323 scopus 로고    scopus 로고
    • note
    • .. is available as Supporting Information in ref 6.
  • 48
    • 0041872317 scopus 로고    scopus 로고
    • note
    • 2 = 237 ± 110 ns was obtained.
  • 49
    • 0042874399 scopus 로고    scopus 로고
    • note
    • .- + BP states.
  • 50
    • 0042373354 scopus 로고    scopus 로고
    • note
    • The value, 53 kcal/mol, can be calculated using the redox potentials of 1 and DCA.
  • 51
    • 0041371554 scopus 로고    scopus 로고
    • note
    • b, and T are Planck's constant, Boltzmann's constant, and temperature (293 K), respectively.
  • 58
    • 0041371553 scopus 로고    scopus 로고
    • note
    • -1.
  • 60
    • 0042874402 scopus 로고    scopus 로고
    • note
    • isc = 0.003).
  • 61
    • 0041371551 scopus 로고
    • Master Thesis, Tohoku University
    • Hanaoka, K. Master Thesis, Tohoku University, 1991.
    • (1991)
    • Hanaoka, K.1
  • 62
    • 0042874400 scopus 로고    scopus 로고
    • note
    • .. in this work. Details are given in the Supporting Information.
  • 63
    • 0041371550 scopus 로고    scopus 로고
    • note
    • ... This may be operative if the singlet-triplet energy gap between two ion radical pairs is small.
  • 64
    • 0042373350 scopus 로고    scopus 로고
    • note
    • Calculated values using kinetic parameters reported in ref 50.
  • 67
    • 0041371548 scopus 로고    scopus 로고
    • note
    • -3 M at 20 °C, in acetonitrile, dichloromethane, and benzene, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.