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...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Elsevier
1987
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| Online Access: | http://psasir.upm.edu.my/id/eprint/39136/ http://psasir.upm.edu.my/id/eprint/39136/1/Aromatic%20analution%20with%20bisphenylthionium.pdf |
| _version_ | 1848849063060963328 |
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| author | Manas, Abdul Rahman Smith, Robin A. J. |
| author_facet | Manas, Abdul Rahman Smith, Robin A. J. |
| author_sort | Manas, Abdul Rahman |
| building | UPM Institutional Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-15T09:44:26Z |
| format | Article |
| id | upm-39136 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T09:44:26Z |
| publishDate | 1987 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-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 |
| spellingShingle | Manas, Abdul Rahman Smith, Robin A. J. Aromatic annulation with bisphenylthionium ions |
| title | 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_short | Aromatic annulation with bisphenylthionium ions |
| title_sort | aromatic annulation with bisphenylthionium ions |
| url | http://psasir.upm.edu.my/id/eprint/39136/ http://psasir.upm.edu.my/id/eprint/39136/ http://psasir.upm.edu.my/id/eprint/39136/1/Aromatic%20analution%20with%20bisphenylthionium.pdf |