Aromatic annulation with bisphenylthionium ions

The chemospecific production and intramolecular aromatic electrophilic substitution (annulation) of bis(phenylthio)carbocations (bisphenylthionium ions) has been studied using appropriate model compounds. The annulation reaction is very sensitive to the Lewis acid initiator and also the solvent. The...

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Main Authors: Manas, Abdul Rahman, Smith, Robin A. J.
Format: Article
Language:English
Published: Elsevier 1987
Online Access:http://psasir.upm.edu.my/id/eprint/39136/1/Aromatic%20analution%20with%20bisphenylthionium.pdf
http://psasir.upm.edu.my/id/eprint/39136/
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spelling my.upm.eprints.391362015-07-08T01:14:28Z http://psasir.upm.edu.my/id/eprint/39136/ Aromatic annulation with bisphenylthionium ions Manas, Abdul Rahman Smith, Robin A. J. The chemospecific production and intramolecular aromatic electrophilic substitution (annulation) of bis(phenylthio)carbocations (bisphenylthionium ions) has been studied using appropriate model compounds. The annulation reaction is very sensitive to the Lewis acid initiator and also the solvent. The best reaction conditions were found to be a suspension of silver trifluoromethanesulfonate in dichloromethane. Annulation of six-membered rings onto alkylbenzenes and five- and seven-membered rings onto activated benzenes have been achieved. Elsevier 1987 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/39136/1/Aromatic%20analution%20with%20bisphenylthionium.pdf Manas, Abdul Rahman and Smith, Robin A. J. (1987) Aromatic annulation with bisphenylthionium ions. Tetrahedron, 43 (8). pp. 1847-1856. ISSN 0040-4020 10.1016/S0040-4020(01)81496-4
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description The chemospecific production and intramolecular aromatic electrophilic substitution (annulation) of bis(phenylthio)carbocations (bisphenylthionium ions) has been studied using appropriate model compounds. The annulation reaction is very sensitive to the Lewis acid initiator and also the solvent. The best reaction conditions were found to be a suspension of silver trifluoromethanesulfonate in dichloromethane. Annulation of six-membered rings onto alkylbenzenes and five- and seven-membered rings onto activated benzenes have been achieved.
format Article
author Manas, Abdul Rahman
Smith, Robin A. J.
spellingShingle Manas, Abdul Rahman
Smith, Robin A. J.
Aromatic annulation with bisphenylthionium ions
author_facet Manas, Abdul Rahman
Smith, Robin A. J.
author_sort Manas, Abdul Rahman
title Aromatic annulation with bisphenylthionium ions
title_short Aromatic annulation with bisphenylthionium ions
title_full Aromatic annulation with bisphenylthionium ions
title_fullStr Aromatic annulation with bisphenylthionium ions
title_full_unstemmed Aromatic annulation with bisphenylthionium ions
title_sort aromatic annulation with bisphenylthionium ions
publisher Elsevier
publishDate 1987
url http://psasir.upm.edu.my/id/eprint/39136/1/Aromatic%20analution%20with%20bisphenylthionium.pdf
http://psasir.upm.edu.my/id/eprint/39136/
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score 13.211869