On the regioselectivity of the nucleophilic aromatic photosubstitution of 4-nitroanisole. A dual mechanistic pathway

Albert Cantos; Jorge Marquet; Marcial Moreno-Mañas

doi:10.1016/S0040-4039(01)80417-2

On the regioselectivity of the nucleophilic aromatic photosubstitution of 4-nitroanisole. A dual mechanistic pathway

Albert Cantos, Jorge Marquet, Marcial Moreno-Mañas

Departament de Química

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4-Nitroanisole photoreacts with n-hexylamine and ethyl glycinate giving rise to regioselective methoxy and nitro group photosubstitutions respectively. Mechanistic evidences indicate the last is produced through a SN23Ar* reaction whereas the first arises from a radical ion pair via electron transfer from the amine to a 4-nitroanisole triplet excited state. © 1989.

Idioma original	Anglès
Pàgines (de-a)	2423-2426
Revista	Tetrahedron Letters
Volum	30
Número	18
DOIs	https://doi.org/10.1016/S0040-4039(01)80417-2
Estat de la publicació	Publicada - 1 de gen. 1989

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10.1016/S0040-4039(01)80417-2

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title = "On the regioselectivity of the nucleophilic aromatic photosubstitution of 4-nitroanisole. A dual mechanistic pathway",

abstract = "4-Nitroanisole photoreacts with n-hexylamine and ethyl glycinate giving rise to regioselective methoxy and nitro group photosubstitutions respectively. Mechanistic evidences indicate the last is produced through a SN23Ar* reaction whereas the first arises from a radical ion pair via electron transfer from the amine to a 4-nitroanisole triplet excited state. {\textcopyright} 1989.",

author = "Albert Cantos and Jorge Marquet and Marcial Moreno-Ma{\~n}as",

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doi = "10.1016/S0040-4039(01)80417-2",

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journal = "Tetrahedron Letters",

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T1 - On the regioselectivity of the nucleophilic aromatic photosubstitution of 4-nitroanisole. A dual mechanistic pathway

AU - Cantos, Albert

AU - Marquet, Jorge

AU - Moreno-Mañas, Marcial

PY - 1989/1/1

Y1 - 1989/1/1

N2 - 4-Nitroanisole photoreacts with n-hexylamine and ethyl glycinate giving rise to regioselective methoxy and nitro group photosubstitutions respectively. Mechanistic evidences indicate the last is produced through a SN23Ar* reaction whereas the first arises from a radical ion pair via electron transfer from the amine to a 4-nitroanisole triplet excited state. © 1989.

AB - 4-Nitroanisole photoreacts with n-hexylamine and ethyl glycinate giving rise to regioselective methoxy and nitro group photosubstitutions respectively. Mechanistic evidences indicate the last is produced through a SN23Ar* reaction whereas the first arises from a radical ion pair via electron transfer from the amine to a 4-nitroanisole triplet excited state. © 1989.

UR - https://www.scopus.com/pages/publications/0001391994

U2 - 10.1016/S0040-4039(01)80417-2

DO - 10.1016/S0040-4039(01)80417-2

M3 - Article

SN - 0040-4039

VL - 30

SP - 2423

EP - 2426

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 18

ER -

On the regioselectivity of the nucleophilic aromatic photosubstitution of 4-nitroanisole. A dual mechanistic pathway

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