The reactions of 1O2 with alkenes can share open-chain diradicals or cyclic peroxiranes as common polar intermediates. The latter in particular has been postulated on the basis of trapping experiments, which exploit the capability of reducing agents (R) to extract an oxygen atom from the putative perepoxide, to generate an epoxide. This theoretical study illustrates that trapping experiments cannot distinguish between a peroxirane and an open-chain intermediate pathway, because an epoxide is the shared outcome of the attack by R.

The Mechanistic Significance of Perepoxide Trapping Experiments, with Epoxide Detection, in 1Dg Dioxygen Reactions with Alkenes / MARANZANA A; G. GHIGO; TONACHINI G. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 68(2003), pp. 3125-3129.

The Mechanistic Significance of Perepoxide Trapping Experiments, with Epoxide Detection, in 1Dg Dioxygen Reactions with Alkenes

MARANZANA, Andrea;GHIGO, Giovanni;TONACHINI, Glauco
2003

Abstract

The reactions of 1O2 with alkenes can share open-chain diradicals or cyclic peroxiranes as common polar intermediates. The latter in particular has been postulated on the basis of trapping experiments, which exploit the capability of reducing agents (R) to extract an oxygen atom from the putative perepoxide, to generate an epoxide. This theoretical study illustrates that trapping experiments cannot distinguish between a peroxirane and an open-chain intermediate pathway, because an epoxide is the shared outcome of the attack by R.
68
3125
3129
MARANZANA A; G. GHIGO; TONACHINI G
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2318/23391
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