Electrochemical Oxidation and Reduction of a Substituted Alkylidenecyclopropanaphthalene

Kevin Ashley; John K. Foley; Jamal Ghoroghchian; Fereshteh Sarfarazi; John Cassidy; Peter J. Stang; Stanley Pons; Qiu Mei; Brian Halton

doi:10.1021/jo00361a029

Electrochemical Oxidation and Reduction of a Substituted Alkylidenecyclopropanaphthalene

Kevin Ashley
, John K. Foley
, Jamal Ghoroghchian
, Fereshteh Sarfarazi
, John Cassidy
, Peter J. Stang
, Stanley Pons
, Qiu Mei
, Brian Halton

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

Abstract

Electrochemical and spectroelectrochemical investigations of 1-(diphenylmethylene) cyclopropa [b] naphthalene in dry acetonitrile solutions show the formation of a stable anion radical (λ_max 519 nm) and cation radical, the first evidence of stable radicals of a methylenecycloproparene structure. Reaction of the radical anion with oxygen occurs at a rate close to the diffusion-controlled limit.

Original language	English
Pages (from-to)	2089-2092
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	51
Issue number	11
DOIs	https://doi.org/10.1021/jo00361a029
Publication status	Published - 1986
Externally published	Yes

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10.1021/jo00361a029

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@article{2721df4d66c14c25a9e4cf49ca17181b,

title = "Electrochemical Oxidation and Reduction of a Substituted Alkylidenecyclopropanaphthalene",

abstract = "Electrochemical and spectroelectrochemical investigations of 1-(diphenylmethylene) cyclopropa [b] naphthalene in dry acetonitrile solutions show the formation of a stable anion radical (λmax 519 nm) and cation radical, the first evidence of stable radicals of a methylenecycloproparene structure. Reaction of the radical anion with oxygen occurs at a rate close to the diffusion-controlled limit.",

author = "Kevin Ashley and Foley, \{John K.\} and Jamal Ghoroghchian and Fereshteh Sarfarazi and John Cassidy and Stang, \{Peter J.\} and Stanley Pons and Qiu Mei and Brian Halton",

year = "1986",

doi = "10.1021/jo00361a029",

language = "English",

volume = "51",

pages = "2089--2092",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "11",

}

TY - JOUR

T1 - Electrochemical Oxidation and Reduction of a Substituted Alkylidenecyclopropanaphthalene

AU - Ashley, Kevin

AU - Foley, John K.

AU - Ghoroghchian, Jamal

AU - Sarfarazi, Fereshteh

AU - Cassidy, John

AU - Stang, Peter J.

AU - Pons, Stanley

AU - Mei, Qiu

AU - Halton, Brian

PY - 1986

Y1 - 1986

N2 - Electrochemical and spectroelectrochemical investigations of 1-(diphenylmethylene) cyclopropa [b] naphthalene in dry acetonitrile solutions show the formation of a stable anion radical (λmax 519 nm) and cation radical, the first evidence of stable radicals of a methylenecycloproparene structure. Reaction of the radical anion with oxygen occurs at a rate close to the diffusion-controlled limit.

AB - Electrochemical and spectroelectrochemical investigations of 1-(diphenylmethylene) cyclopropa [b] naphthalene in dry acetonitrile solutions show the formation of a stable anion radical (λmax 519 nm) and cation radical, the first evidence of stable radicals of a methylenecycloproparene structure. Reaction of the radical anion with oxygen occurs at a rate close to the diffusion-controlled limit.

UR - https://www.scopus.com/pages/publications/0037882214

U2 - 10.1021/jo00361a029

DO - 10.1021/jo00361a029

M3 - Article

AN - SCOPUS:0037882214

SN - 0022-3263

VL - 51

SP - 2089

EP - 2092

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 11

ER -

Electrochemical Oxidation and Reduction of a Substituted Alkylidenecyclopropanaphthalene

Abstract

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