Dicyanobenzene sensitized carbon-carbon bond cleavage in methoxybicumenes. Products and mechanistic studies

Przemyslaw Maslak; William H. Chapman

doi:10.1016/S0040-4020(01)88366-6

Dicyanobenzene sensitized carbon-carbon bond cleavage in methoxybicumenes. Products and mechanistic studies

Przemyslaw Maslak, William H. Chapman

Chemistry

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23 Scopus citations

Abstract

Radical cations of p-methoxy-p-X-bicumenes generated by ET to excited-state dicyanobenzene undergo rapid irreversible C-C bond scission giving cumyl cations and radicals. The photoefficiency of the process (Φ = 0.13 for X = MeO, Φ< 0.005 for X = CN) and the fate of the radicals produced depends strongly on substitution.

Original language	English (US)
Pages (from-to)	2715-2724
Number of pages	10
Journal	Tetrahedron
Volume	46
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4020(01)88366-6
State	Published - 1990

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(01)88366-6

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title = "Dicyanobenzene sensitized carbon-carbon bond cleavage in methoxybicumenes. Products and mechanistic studies",

abstract = "Radical cations of p-methoxy-p-X-bicumenes generated by ET to excited-state dicyanobenzene undergo rapid irreversible C-C bond scission giving cumyl cations and radicals. The photoefficiency of the process (Φ = 0.13 for X = MeO, Φ< 0.005 for X = CN) and the fate of the radicals produced depends strongly on substitution.",

author = "Przemyslaw Maslak and Chapman, \{William H.\}",

year = "1990",

doi = "10.1016/S0040-4020(01)88366-6",

language = "English (US)",

volume = "46",

pages = "2715--2724",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "8",

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TY - JOUR

T1 - Dicyanobenzene sensitized carbon-carbon bond cleavage in methoxybicumenes. Products and mechanistic studies

AU - Maslak, Przemyslaw

AU - Chapman, William H.

PY - 1990

Y1 - 1990

N2 - Radical cations of p-methoxy-p-X-bicumenes generated by ET to excited-state dicyanobenzene undergo rapid irreversible C-C bond scission giving cumyl cations and radicals. The photoefficiency of the process (Φ = 0.13 for X = MeO, Φ< 0.005 for X = CN) and the fate of the radicals produced depends strongly on substitution.

AB - Radical cations of p-methoxy-p-X-bicumenes generated by ET to excited-state dicyanobenzene undergo rapid irreversible C-C bond scission giving cumyl cations and radicals. The photoefficiency of the process (Φ = 0.13 for X = MeO, Φ< 0.005 for X = CN) and the fate of the radicals produced depends strongly on substitution.

UR - https://www.scopus.com/pages/publications/0000333819

UR - https://www.scopus.com/inward/citedby.url?scp=0000333819&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(01)88366-6

DO - 10.1016/S0040-4020(01)88366-6

M3 - Article

AN - SCOPUS:0000333819

SN - 0040-4020

VL - 46

SP - 2715

EP - 2724

JO - Tetrahedron

JF - Tetrahedron

IS - 8

ER -

Dicyanobenzene sensitized carbon-carbon bond cleavage in methoxybicumenes. Products and mechanistic studies

Abstract

All Science Journal Classification (ASJC) codes

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