The absolute rate constants for beta-scission of a series of benzocycloalken-1-oxyl radicals and of the 2-(4-methylphenyl)-2-butoxyl radical have been measured directly by laser flash photolysis. The benzocycloalken-1-oxyl radicals undergo ring opening with rates which parallel the ring strain of the corresponding cycloalkanes. In the 1-X-indan-1-oxyl radical series, ring opening is observed when X = H, Me, whereas exclusive C-X bond cleavage occurs when X = Et. The factors governing the fragmentation regioselectivity are discussed.
Structural effects on the beta-scission reaction of alkoxyl radicals. Direct measurement of the absolute rate constants for ring opening of benzocycloalken-1-oxyl radicals / Bietti, M; Lanzalunga, Osvaldo; Salamone, M.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 70(2005), pp. 1417-1422. [10.1021/jo048026m]
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Titolo: | Structural effects on the beta-scission reaction of alkoxyl radicals. Direct measurement of the absolute rate constants for ring opening of benzocycloalken-1-oxyl radicals | |
Autori: | ||
Data di pubblicazione: | 2005 | |
Rivista: | ||
Citazione: | Structural effects on the beta-scission reaction of alkoxyl radicals. Direct measurement of the absolute rate constants for ring opening of benzocycloalken-1-oxyl radicals / Bietti, M; Lanzalunga, Osvaldo; Salamone, M.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 70(2005), pp. 1417-1422. [10.1021/jo048026m] | |
Handle: | http://hdl.handle.net/11573/47205 | |
Appartiene alla tipologia: | 01a Articolo in rivista |