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Photocyclisations of o-iodobenzyl-indanonesand tetralones infer the intermediacyof triplet aryl cations

Photocyclisations of o-iodobenzyl-indanonesand tetralones infer the intermediacyof triplet aryl cations
Photocyclisations of o-iodobenzyl-indanonesand tetralones infer the intermediacyof triplet aryl cations
Photocyclisations of aryl iodides to 2-indanones and 2-tetralones give different outcomes to analogous radical reactions implicating the intermediacy of triplet aryl cations. Additions to 2-indanones genereally give dibenzoisochromenones by sequential cyclisation, CO extrusion and electrocyclisation. By contrast, 2-tetralones produce benzo[a]phenalenones by ortho-cyclisation.
1359-7345
Powderly, Marian Elise
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Lindup, Toby
7dec4687-b222-40f6-a2d2-780a3c14980d
Jackman, Edward Henry
cb6d380d-8128-4786-906b-4f4de74eea68
Light, Mark
cf57314e-6856-491b-a8d2-2dffc452e161
Legros, Julien
0ad85dc7-e84f-4c8c-95a4-2aa46fbe89ec
Chataigner, Isabelle
13a550db-1647-4178-8200-f2547b148729
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Powderly, Marian Elise
6425ae48-d9ec-40e8-887e-e74b61137012
Lindup, Toby
7dec4687-b222-40f6-a2d2-780a3c14980d
Jackman, Edward Henry
cb6d380d-8128-4786-906b-4f4de74eea68
Light, Mark
cf57314e-6856-491b-a8d2-2dffc452e161
Legros, Julien
0ad85dc7-e84f-4c8c-95a4-2aa46fbe89ec
Chataigner, Isabelle
13a550db-1647-4178-8200-f2547b148729
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b

Powderly, Marian Elise, Lindup, Toby, Jackman, Edward Henry, Light, Mark, Legros, Julien, Chataigner, Isabelle and Harrowven, David C. (2025) Photocyclisations of o-iodobenzyl-indanonesand tetralones infer the intermediacyof triplet aryl cations. ChemComm. (doi:10.1039/D5CC05185A).

Record type: Article

Abstract

Photocyclisations of aryl iodides to 2-indanones and 2-tetralones give different outcomes to analogous radical reactions implicating the intermediacy of triplet aryl cations. Additions to 2-indanones genereally give dibenzoisochromenones by sequential cyclisation, CO extrusion and electrocyclisation. By contrast, 2-tetralones produce benzo[a]phenalenones by ortho-cyclisation.

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Accepted/In Press date: 31 October 2025
e-pub ahead of print date: 4 November 2025
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Identifiers

Local EPrints ID: 507193
URI: http://eprints.soton.ac.uk/id/eprint/507193
DOI: doi:10.1039/D5CC05185A
ISSN: 1359-7345
PURE UUID: 4b75c527-ea52-4496-b355-164cd3374ec4
ORCID for Marian Elise Powderly: ORCID iD orcid.org/0009-0009-3491-2124
ORCID for Edward Henry Jackman: ORCID iD orcid.org/0009-0001-5535-3829
ORCID for Mark Light: ORCID iD orcid.org/0000-0002-0585-0843
ORCID for David C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

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Date deposited: 28 Nov 2025 17:57
Last modified: 29 Nov 2025 02:58

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Contributors

Author: Marian Elise Powderly ORCID iD
Author: Toby Lindup
Author: Edward Henry Jackman ORCID iD
Author: Mark Light ORCID iD
Author: Julien Legros
Author: Isabelle Chataigner
Author: David C. Harrowven ORCID iD

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