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Volumn 62, Issue 23, 1997, Pages 8082-8090

Photoreduction of Azoalkanes by Direct Hydrogen Abstraction from 1,4-Cyclohexadiene, Alcohols, Stannanes, and Silanes

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Indexed keywords


EID: 0010420755     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971105w     Document Type: Article
Times cited : (17)

References (80)
  • 52
    • 85033157189 scopus 로고    scopus 로고
    • note
    • 16 a quantum efficiency of unity (Φ = 1) was assumed in eq 5 to obtain independent estimates of the triplet lifetime (τ); this procedure is mutually consistent with the present analysis, except that different variables (Φ or τ) are kept constant to allow the determination of the other.
  • 60
    • 85033151016 scopus 로고    scopus 로고
    • note
    • A reviewer has suggested that an alternative explanation for the observed discrepancy of the preparative quantum efficiency for photoreduction and the spectroscopic radical yield could derive from efficient singlet quenching and photoreduction by benzhydrol. This possibility cannot be ruled out because the concentration range of benzhydrol is too limited to acquire accurate data.
  • 70
    • 85033147906 scopus 로고    scopus 로고
    • note
    • In the case of benzhydrol, a search for the oxidation products was made and benzophenone was identified as the exclusive product by NMR and GC analyses; this experiment was carried out at low conversion (<20%) to exclude contributions due to the photoreduction of the developing benzophenone, which absorbs as well at the irradiation wavelength of 350 nm. The exclusive formation of benzophenone in the azoalkane-benzhydrol photoreduction excludes the coupling of two hydroxydiphenylmethyl radicals to form benzpinacol and favors either the reaction promoted by an associative effect (Scheme 3), or the follow-up reaction with the azoalkane (Scheme 4, step h).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.