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Volumn 70, Issue 4, 2005, Pages 1417-1422

Structural effects on the β-scission reaction of alkoxyl radicals. Direct measurement of the absolute rate constants for ring opening of benzocycloalken-1-oxyl radicals

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; LASER APPLICATIONS; MOLECULAR STRUCTURE; PARAFFINS; PHENOLS; PHOTOLYSIS; RATE CONSTANTS;

EID: 13844314452     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048026m     Document Type: Article
Times cited : (26)

References (45)
  • 29
    • 13844319293 scopus 로고    scopus 로고
    • note
    • The tert-butyl-2-(4-methylphenyl)-2-butyl peroxide (7p) was chosen because, as compared to the ring-unsubstituted one, the presence of a methyl group ensured a significantly higher absorption at the laser excitation wavelength (266 nm). As discussed previously for cumyloxyl radicals (see ref 18), the reactivity should not be affected by the presence of the ring-substituent.
  • 31
    • 13844318971 scopus 로고    scopus 로고
    • note
    • 2 reagent converts alcohols into intermediate hypoiodites which are then photolyzed to give alkoxyl radicals, precursors of the observed reaction products (see, for example, refs 30 and 31).
  • 32
    • 0000213430 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim
    • (a) Suárez, E.; Rodriguez, M. S. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; Vol. 2, pp 440-454.
    • (2001) Radicals in Organic Synthesis , vol.2 , pp. 440-454
    • Suárez, E.1    Rodriguez, M.S.2
  • 37
    • 13844317625 scopus 로고    scopus 로고
    • note
    • • are smaller than this value.
  • 38
    • 13844307488 scopus 로고    scopus 로고
    • note
    • • which is expected to react rapidly with oxygen. However, since this band is associated to the ring-conjugated carbonyl chromophore, it is not expected to be influenced by the reaction with oxygen.
  • 39
    • 13844315003 scopus 로고    scopus 로고
    • note
    • • was studied at T = -15 and 0°C (see Table 1).
  • 40
    • 13844315004 scopus 로고    scopus 로고
    • note
    • Unfortunately, attempts to synthesize the tert-butyl benzocyclobutenyl peroxide from the parent benzocyclobuten-1-ol failed.
  • 43
    • 70349913659 scopus 로고
    • Di Vona, M. L.; Illuminati, G.; Lillocci, C. J. Chem. Soc., Chem. Commun. 1985, 380-381. Mandolini, L. Adv. Phys. Org. Chem. 1986, 22, 1-111.
    • (1986) Adv. Phys. Org. Chem. , vol.22 , pp. 1-111
    • Mandolini, L.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.