1,2-Dioxetanes as chemiluminescent intermediates in the triplet oxygen oxygenation of olefins

E.W. Meijer; H. Wynberg

doi:10.1016/0040-4039(81)80152-9

1,2-Dioxetanes as chemiluminescent intermediates in the triplet oxygen oxygenation of olefins

E.W. Meijer
, H. Wynberg

Research output: Contribution to journal › Article › Academic › peer-review

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247 Downloads (Pure)

Abstract

The reactions of the enol ethers I (R = OMe, R1 = H), II (R = H, n = 2, 8; R = CMe3, n = 2), and adamantylideneadamantane (I; RR1C = adamantylidene) with 3O2 and 1O2 were studied. Reaction with 1O2 gave 1,2-dioxetanes. Reaction with 3O2 was chemiluminescent, and the main products were the ketones obtained by C:C bond cleavage. The 1,2-dioxetanes were intermediates in this latter reaction. [on SciFinder (R)]

Original language	English
Pages (from-to)	785-788
Number of pages	4
Journal	Tetrahedron Letters
Volume	22
Issue number	8
DOIs	https://doi.org/10.1016/0040-4039(81)80152-9
Publication status	Published - 1981

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title = "1,2-Dioxetanes as chemiluminescent intermediates in the triplet oxygen oxygenation of olefins",

abstract = "The reactions of the enol ethers I (R = OMe, R1 = H), II (R = H, n = 2, 8; R = CMe3, n = 2), and adamantylideneadamantane (I; RR1C = adamantylidene) with 3O2 and 1O2 were studied. Reaction with 1O2 gave 1,2-dioxetanes. Reaction with 3O2 was chemiluminescent, and the main products were the ketones obtained by C:C bond cleavage. The 1,2-dioxetanes were intermediates in this latter reaction. [on SciFinder (R)]",

author = "E.W. Meijer and H. Wynberg",

year = "1981",

doi = "10.1016/0040-4039(81)80152-9",

language = "English",

volume = "22",

pages = "785--788",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - 1,2-Dioxetanes as chemiluminescent intermediates in the triplet oxygen oxygenation of olefins

AU - Meijer, E.W.

AU - Wynberg, H.

PY - 1981

Y1 - 1981

N2 - The reactions of the enol ethers I (R = OMe, R1 = H), II (R = H, n = 2, 8; R = CMe3, n = 2), and adamantylideneadamantane (I; RR1C = adamantylidene) with 3O2 and 1O2 were studied. Reaction with 1O2 gave 1,2-dioxetanes. Reaction with 3O2 was chemiluminescent, and the main products were the ketones obtained by C:C bond cleavage. The 1,2-dioxetanes were intermediates in this latter reaction. [on SciFinder (R)]

AB - The reactions of the enol ethers I (R = OMe, R1 = H), II (R = H, n = 2, 8; R = CMe3, n = 2), and adamantylideneadamantane (I; RR1C = adamantylidene) with 3O2 and 1O2 were studied. Reaction with 1O2 gave 1,2-dioxetanes. Reaction with 3O2 was chemiluminescent, and the main products were the ketones obtained by C:C bond cleavage. The 1,2-dioxetanes were intermediates in this latter reaction. [on SciFinder (R)]

U2 - 10.1016/0040-4039(81)80152-9

DO - 10.1016/0040-4039(81)80152-9

M3 - Article

SN - 0040-4039

VL - 22

SP - 785

EP - 788

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

1,2-Dioxetanes as chemiluminescent intermediates in the triplet oxygen oxygenation of olefins

Abstract

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