Efficient phenanthrene, helicene, and azahelicene syntheses
Efficient phenanthrene, helicene, and azahelicene syntheses
Homolytic aromatic substitution reactions are used for the efficient regioselective synthesis of helicenes, phenanthrenes, and azahelicenes. The use of halo and alkoxy substituents to control the stereochemical outcome of this approach and X-ray studies of the resulting helicenes are described (see structure; red O, gray C).
helicenes, homolytic aromatic substitution, polyaromatic compounds, protecting groups, radical cyclization
intramolecular radical additions, chiral discrimination, asymmetric-synthesis, molecular-structure, circular-dichroism, wittig reaction, anion-radicals, photocyclization, quinolines, catalysis
2242-2245
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Guy, Ian L.
b7d1bed5-2418-43d4-bb05-1db8d1bcc2db
Nanson, Lana
45d26fc2-88f6-484a-9436-874e0c7f4d4d
2006
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Guy, Ian L.
b7d1bed5-2418-43d4-bb05-1db8d1bcc2db
Nanson, Lana
45d26fc2-88f6-484a-9436-874e0c7f4d4d
Harrowven, David C., Guy, Ian L. and Nanson, Lana
(2006)
Efficient phenanthrene, helicene, and azahelicene syntheses.
Angewandte Chemie International Edition, 45 (14), .
(doi:10.1002/anie.200504287).
(PMID:16506249)
Abstract
Homolytic aromatic substitution reactions are used for the efficient regioselective synthesis of helicenes, phenanthrenes, and azahelicenes. The use of halo and alkoxy substituents to control the stereochemical outcome of this approach and X-ray studies of the resulting helicenes are described (see structure; red O, gray C).
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Published date: 2006
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Communication
Keywords:
helicenes, homolytic aromatic substitution, polyaromatic compounds, protecting groups, radical cyclization
intramolecular radical additions, chiral discrimination, asymmetric-synthesis, molecular-structure, circular-dichroism, wittig reaction, anion-radicals, photocyclization, quinolines, catalysis
Identifiers
Local EPrints ID: 44459
URI: http://eprints.soton.ac.uk/id/eprint/44459
ISSN: 1433-7851
PURE UUID: 8239928c-46a0-4a02-aa97-6afc3b0185cf
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Date deposited: 05 Mar 2007
Last modified: 16 Mar 2024 02:46
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Author:
Ian L. Guy
Author:
Lana Nanson
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