Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge
Two examples of bis 3,4-dialkoxythiophenes linked with am-xylene bridge were synthesized in yields of18% and 32% in a six step process. The formation of them-xylene bridge, key reaction of the synthesis,was carried out through Williamson, Mitsunobu andtrans-etherification reactions which were subse-...
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| Формат: | article |
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2016
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| Онлайн доступ: | http://repositorio.ikiam.edu.ec:8080/jspui/handle/RD_IKIAM/169 http://repositorio.ikiam.edu.ec/jspui/handle/RD_IKIAM/169 https://doi.org/10.1016/j.tetlet.2016.10.015 |
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Додати тег | _version_ | 1863509122504196096 |
|---|---|
| author | Cisneros Pérez, Pablo A. |
| author2 | Frontana Uribe, Bernardo A. Martínez Otero, Diego Cuevas Yáñez, Erick |
| author2_role | author author author |
| author_facet | Cisneros Pérez, Pablo A. Frontana Uribe, Bernardo A. Martínez Otero, Diego Cuevas Yáñez, Erick |
| author_role | author |
| collection | Repositorio Universidad Regional Amazónica |
| dc.creator.none.fl_str_mv | Cisneros Pérez, Pablo A. Frontana Uribe, Bernardo A. Martínez Otero, Diego Cuevas Yáñez, Erick |
| dc.date.none.fl_str_mv | 2016 2019-06-06T20:45:45Z 2019-06-06T20:45:45Z |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | Cisneros-Pérez, P. A., Frontana-Uribe, B. A., Martínez-Otero, D., & Cuevas-Yáñez, E. (2016). Synthesis of bis-3,4-dialkoxythiophenes linked by a m-xylene bridge. Tetrahedron Letters, 57(46), 5089–5093. doi:10.1016/j.tetlet.2016.10.015. http://repositorio.ikiam.edu.ec:8080/jspui/handle/RD_IKIAM/169 http://repositorio.ikiam.edu.ec/jspui/handle/RD_IKIAM/169 https://doi.org/10.1016/j.tetlet.2016.10.015 |
| dc.language.none.fl_str_mv | en |
| dc.publisher.none.fl_str_mv | Elsevier |
| dc.relation.none.fl_str_mv | PRODUCCIÓN CIENTÍFICA-ARTÍCULOS;A-IKIAM-000106 |
| dc.rights.none.fl_str_mv | Atribución-NoComercial-SinDerivadas 3.0 Estados Unidos de América http://creativecommons.org/licenses/by-nc-nd/3.0/us/ info:eu-repo/semantics/openAccess |
| dc.source.none.fl_str_mv | reponame:Repositorio Universidad Regional Amazónica instname:Universidad Regional Amazónica instacron:IKIAM |
| dc.subject.none.fl_str_mv | 3,4-Dialkoxythiophene m-Xylene bridge Unsymmetrical etherification Ultrasound p-Conjugated systems |
| dc.title.none.fl_str_mv | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| dc.type.none.fl_str_mv | info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/article |
| description | Two examples of bis 3,4-dialkoxythiophenes linked with am-xylene bridge were synthesized in yields of18% and 32% in a six step process. The formation of them-xylene bridge, key reaction of the synthesis,was carried out through Williamson, Mitsunobu andtrans-etherification reactions which were subse-quently compared on performance and versatility. The Mitsunobu reaction assisted by sonication wasfound to be the best strategy. These molecules are among the few examples of unsymmetrically substi-tuted 3,4-dialcoxythiophenes. During the synthesis an 18 member heterocycle, closely related to a crownether was isolated. The details of the XRD structure of this heterocycle are discussed. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | IKIAM_d09649131fe108d03503ea00879ecd98 |
| identifier_str_mv | Cisneros-Pérez, P. A., Frontana-Uribe, B. A., Martínez-Otero, D., & Cuevas-Yáñez, E. (2016). Synthesis of bis-3,4-dialkoxythiophenes linked by a m-xylene bridge. Tetrahedron Letters, 57(46), 5089–5093. doi:10.1016/j.tetlet.2016.10.015. |
| instacron_str | IKIAM |
| institution | IKIAM |
| instname_str | Universidad Regional Amazónica |
| language_invalid_str_mv | en |
| network_acronym_str | IKIAM |
| network_name_str | Repositorio Universidad Regional Amazónica |
| oai_identifier_str | oai:repositorio.ikiam.edu.ec:RD_IKIAM/169 |
| publishDate | 2016 |
| publisher.none.fl_str_mv | Elsevier |
| reponame_str | Repositorio Universidad Regional Amazónica |
| repository.mail.fl_str_mv | . |
| repository.name.fl_str_mv | Repositorio Universidad Regional Amazónica - Universidad Regional Amazónica |
| repository_id_str | 0 |
| rights_invalid_str_mv | Atribución-NoComercial-SinDerivadas 3.0 Estados Unidos de América http://creativecommons.org/licenses/by-nc-nd/3.0/us/ |
| spelling | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridgeCisneros Pérez, Pablo A.Frontana Uribe, Bernardo A.Martínez Otero, DiegoCuevas Yáñez, Erick3,4-Dialkoxythiophenem-Xylene bridgeUnsymmetrical etherificationUltrasoundp-Conjugated systemsTwo examples of bis 3,4-dialkoxythiophenes linked with am-xylene bridge were synthesized in yields of18% and 32% in a six step process. The formation of them-xylene bridge, key reaction of the synthesis,was carried out through Williamson, Mitsunobu andtrans-etherification reactions which were subse-quently compared on performance and versatility. The Mitsunobu reaction assisted by sonication wasfound to be the best strategy. These molecules are among the few examples of unsymmetrically substi-tuted 3,4-dialcoxythiophenes. During the synthesis an 18 member heterocycle, closely related to a crownether was isolated. The details of the XRD structure of this heterocycle are discussed.Elsevier2019-06-06T20:45:45Z2019-06-06T20:45:45Z2016info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfCisneros-Pérez, P. A., Frontana-Uribe, B. A., Martínez-Otero, D., & Cuevas-Yáñez, E. (2016). Synthesis of bis-3,4-dialkoxythiophenes linked by a m-xylene bridge. Tetrahedron Letters, 57(46), 5089–5093. doi:10.1016/j.tetlet.2016.10.015.http://repositorio.ikiam.edu.ec:8080/jspui/handle/RD_IKIAM/169http://repositorio.ikiam.edu.ec/jspui/handle/RD_IKIAM/169https://doi.org/10.1016/j.tetlet.2016.10.015enPRODUCCIÓN CIENTÍFICA-ARTÍCULOS;A-IKIAM-000106Atribución-NoComercial-SinDerivadas 3.0 Estados Unidos de Américahttp://creativecommons.org/licenses/by-nc-nd/3.0/us/info:eu-repo/semantics/openAccessreponame:Repositorio Universidad Regional Amazónicainstname:Universidad Regional Amazónicainstacron:IKIAM2022-06-04T08:02:36Zoai:repositorio.ikiam.edu.ec:RD_IKIAM/169Institucionalhttps://repositorio.ikiam.edu.ec/Universidad públicahttps://www.ikiam.edu.ec/https://repositorio.ikiam.edu.ec/oaiEcuador...opendoar:02022-06-04T08:02:36falseInstitucionalhttps://repositorio.ikiam.edu.ec/Universidad públicahttps://www.ikiam.edu.ec/https://repositorio.ikiam.edu.ec/oai.Ecuador...opendoar:02022-06-04T08:02:36Repositorio Universidad Regional Amazónica - Universidad Regional Amazónicafalse |
| spellingShingle | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge Cisneros Pérez, Pablo A. 3,4-Dialkoxythiophene m-Xylene bridge Unsymmetrical etherification Ultrasound p-Conjugated systems |
| status_str | publishedVersion |
| title | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| title_full | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| title_fullStr | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| title_full_unstemmed | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| title_short | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| title_sort | Synthesis of bis-3,4-dialkoxythiophenes linked by am-xylene bridge |
| topic | 3,4-Dialkoxythiophene m-Xylene bridge Unsymmetrical etherification Ultrasound p-Conjugated systems |
| url | http://repositorio.ikiam.edu.ec:8080/jspui/handle/RD_IKIAM/169 http://repositorio.ikiam.edu.ec/jspui/handle/RD_IKIAM/169 https://doi.org/10.1016/j.tetlet.2016.10.015 |