The photosubstitution of 2-fluoro-4-nitroanisole with n-hexylamine. Evidence of two different triplet excited states in a dual mechanistic pathway.

Roser Pleixats; Jorge Marquet

doi:10.1016/S0040-4020(01)86698-9

The photosubstitution of 2-fluoro-4-nitroanisole with n-hexylamine. Evidence of two different triplet excited states in a dual mechanistic pathway.

Roser Pleixats, Jorge Marquet

Department of Chemistry

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6 Citations (Scopus)

Abstract

The photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine gives rise to fluoride (major) and methoxy (minor) substitution. A continuous irradiation mechanistic study indicates that the first is produced through a SN23Ar* mechanism that Involves a π-π triplet excited state whereas the second is a consequence of n-π* triplet excited state chemistry via an electron transfer mechanism. © 1990.

Original language	English
Pages (from-to)	1343-1352
Journal	Tetrahedron
Volume	46
Issue number	4
DOIs	https://doi.org/10.1016/S0040-4020(01)86698-9
Publication status	Published - 1 Jan 1990

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title = "The photosubstitution of 2-fluoro-4-nitroanisole with n-hexylamine. Evidence of two different triplet excited states in a dual mechanistic pathway.",

abstract = "The photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine gives rise to fluoride (major) and methoxy (minor) substitution. A continuous irradiation mechanistic study indicates that the first is produced through a SN23Ar* mechanism that Involves a π-π triplet excited state whereas the second is a consequence of n-π* triplet excited state chemistry via an electron transfer mechanism. {\textcopyright} 1990.",

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N2 - The photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine gives rise to fluoride (major) and methoxy (minor) substitution. A continuous irradiation mechanistic study indicates that the first is produced through a SN23Ar* mechanism that Involves a π-π triplet excited state whereas the second is a consequence of n-π* triplet excited state chemistry via an electron transfer mechanism. © 1990.

AB - The photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine gives rise to fluoride (major) and methoxy (minor) substitution. A continuous irradiation mechanistic study indicates that the first is produced through a SN23Ar* mechanism that Involves a π-π triplet excited state whereas the second is a consequence of n-π* triplet excited state chemistry via an electron transfer mechanism. © 1990.

U2 - 10.1016/S0040-4020(01)86698-9

DO - 10.1016/S0040-4020(01)86698-9

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JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 4

ER -

The photosubstitution of 2-fluoro-4-nitroanisole with n-hexylamine. Evidence of two different triplet excited states in a dual mechanistic pathway.

Abstract

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