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5 Helicenes by iterative radical cyclisations to arenes

5 Helicenes by iterative radical cyclisations to arenes
5 Helicenes by iterative radical cyclisations to arenes
The paper describes a synthesis of 1,2,3,12,13,14-hexamethoxy[5]helicene 1. The synthesis features two sp(2)-sp(2) bond forming reactions, each involving a 6-exo/endo-trig cyclisation of an aryl radical intermediate to an arene.
helicenes, radicals and radical reactions, cyclisation, polycyclic aromatic compoundsipso substitution-reactions, aryl migration, biaryls, carbon, cyclization, toddaquinoline, silicon, tin, methylenecycloalkanes, regiochemistry
0040-4039
3189-3191
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Nunn, M. I. T.
b8208d55-5e1b-45fb-a1cc-8e1df72d6b2d
Fenwick, D. R.
6021f20e-6a22-41c6-bc2d-67c4ea2f8d59
Harrowven, D. C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Nunn, M. I. T.
b8208d55-5e1b-45fb-a1cc-8e1df72d6b2d
Fenwick, D. R.
6021f20e-6a22-41c6-bc2d-67c4ea2f8d59

Harrowven, D. C., Nunn, M. I. T. and Fenwick, D. R. (2002) 5 Helicenes by iterative radical cyclisations to arenes. Tetrahedron Letters, 43 (17), 3189-3191. (doi:10.1016/S0040-4039(02)00506-3).

Record type: Article

Abstract

The paper describes a synthesis of 1,2,3,12,13,14-hexamethoxy[5]helicene 1. The synthesis features two sp(2)-sp(2) bond forming reactions, each involving a 6-exo/endo-trig cyclisation of an aryl radical intermediate to an arene.

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More information

Published date: 22 April 2002
Keywords: helicenes, radicals and radical reactions, cyclisation, polycyclic aromatic compoundsipso substitution-reactions, aryl migration, biaryls, carbon, cyclization, toddaquinoline, silicon, tin, methylenecycloalkanes, regiochemistry

Identifiers

Local EPrints ID: 19760
URI: http://eprints.soton.ac.uk/id/eprint/19760
ISSN: 0040-4039
PURE UUID: a92a25dd-146d-41de-a227-b88521506036
ORCID for D. C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 08 Jan 2022 02:40

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Contributors

Author: D. C. Harrowven ORCID iD
Author: M. I. T. Nunn
Author: D. R. Fenwick

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