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Volumn 49, Issue 34, 2010, Pages 5982-5985

Isomerization of triphenylmethoxyl: The wieland free-radical rearrangement revisited a century later

Author keywords

Peroxide; Radical reactions; Reaction kinetics; Rearrangements

Indexed keywords

DFT CALCULATION; RADICAL REACTIONS;

EID: 77955576412     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201001008     Document Type: Article
Times cited : (24)

References (32)
  • 1
    • 84981755389 scopus 로고
    • H. Wieland
    • H. Wieland, Ber. Dtsch. Chem. Ges. 1911, 44, 2550.
    • (1911) Ber. Dtsch. Chem. Ges. , vol.44 , pp. 2550
  • 15
    • 77955581260 scopus 로고    scopus 로고
    • 3CO-) rearranges to the phenoxydiphe- nylmethyl radical to the exclusion, of hydrogen atom, abstraction reactions with a citation to Wieland .
    • 3CO-) rearranges to the phenoxydiphe- nylmethyl radical to the exclusion, of hydrogen atom, abstraction reactions" with a citation to Wieland .
  • 17
    • 77955581005 scopus 로고    scopus 로고
    • 2(Ph)CO→ PhC(O)(OPh) + PhO-.
    • 2(Ph)CO→ PhC(O)(OPh) + PhO-.
  • 18
    • 77955578995 scopus 로고    scopus 로고
    • Similarly, the thermolysis of cumyl hyponitrite yielded 3-7% dicumyl peroxide.
    • Similarly, the thermolysis of cumyl hyponitrite yielded 3-7% dicumyl peroxide.
  • 20
    • 77955575000 scopus 로고    scopus 로고
    • [8] These kinetic solvent effects on the isomerizations of 5 and 2 arise because the alkoxyl radicals are more strongly solvated in polar and hydrogen-bond donor solvents than, the transition states leading to isomerization.
    • [8] These kinetic solvent effects on the isomerizations of 5 and 2 arise because the alkoxyl radicals are more strongly solvated in polar and hydrogen-bond donor solvents than, the transition states leading to isomerization.
  • 21
    • 77955564816 scopus 로고    scopus 로고
    • 2(PhO)C.
    • 2(PhO)C.
  • 25
    • 77955569713 scopus 로고    scopus 로고
    • 3)CO- has a broad absorption width at λmax., = 535 nm.[6'7]
    • 3)CO- has a broad absorption width at λmax., = 535 nm.[6'7]
  • 28
    • 0141702736 scopus 로고
    • Wieland biographies: B. Witkop, Angew. Chem. 1977, 89, 575;
    • (1977) Angew. Chem. , vol.89 , pp. 575
    • Witkop, B.1
  • 31
    • 37449027919 scopus 로고    scopus 로고
    • Neither article cites reference [1].
    • Angew. Chem. Int. Ed. 2007, 46, 9154.Neither article cites reference [1].
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 9154
  • 32
    • 0035955789 scopus 로고    scopus 로고
    • For a review of radical isomerizations involving aryl migrations, see: A. Studer, M. Bossart, Tetrahedron 2001, 57, 9649.
    • (2001) Tetrahedron , vol.57 , pp. 9649
    • Studer, A.1    Bossart, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.