Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/109235
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Cardoso, Ana L. | - |
dc.contributor.author | Sousa, Carmo | - |
dc.contributor.author | Henriques, Marta S. C. | - |
dc.contributor.author | Paixão, J. A. | - |
dc.contributor.author | Melo, Teresa M. V. D. Pinho e | - |
dc.date.accessioned | 2023-10-04T10:35:08Z | - |
dc.date.available | 2023-10-04T10:35:08Z | - |
dc.date.issued | 2015-12-12 | - |
dc.identifier.issn | 1420-3049 | pt |
dc.identifier.uri | https://hdl.handle.net/10316/109235 | - |
dc.description.abstract | The synthesis and reactivity of tetrazol-5-yl-phosphorus ylides towards N-halosuccinimide/TMSN₃ reagent systems was explored, opening the way to new haloazidoalkenes bearing a tetrazol-5-yl substituent. These compounds were obtained as single isomers, except in one case. X-ray crystal structures were determined for three derivatives, establishing that the non-classical Wittig reaction leads to the selective synthesis of haloazidoalkenes with (Z)-configuration. The thermolysis of the haloazidoalkenes afforded new 2-halo-2-(tetrazol-5-yl)-2H-azirines in high yields. Thus, the reported synthetic methodologies gave access to important building blocks in organic synthesis, vinyl tetrazoles and 2-halo-2-(tetrazol-5-yl)-2H-azirine derivatives. | pt |
dc.language.iso | eng | pt |
dc.publisher | MDPI | pt |
dc.relation | UID/QUI/00313/2013 | pt |
dc.relation | post-doctoral research grant CQC-QO-BPD-2015 | pt |
dc.rights | openAccess | pt |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt |
dc.subject | 2-halo-2H-azirines | pt |
dc.subject | vinyl tetrazoles | pt |
dc.subject | tetrasubstituted alkenes | pt |
dc.subject | phosphorus ylides | pt |
dc.subject.mesh | Azirines | pt |
dc.subject.mesh | Crystallography, X-Ray | pt |
dc.subject.mesh | Molecular Structure | pt |
dc.subject.mesh | Stereoisomerism | pt |
dc.subject.mesh | Tetrazoles | pt |
dc.title | Synthesis of New 2-Halo-2-(1H-tetrazol-5-yl)-2H-azirines via a Non-Classical Wittig Reaction | pt |
dc.type | article | - |
degois.publication.firstPage | 22351 | pt |
degois.publication.lastPage | 22363 | pt |
degois.publication.issue | 12 | pt |
degois.publication.title | Molecules | pt |
dc.peerreviewed | yes | pt |
dc.identifier.doi | 10.3390/molecules201219848 | pt |
degois.publication.volume | 20 | pt |
dc.date.embargo | 2015-12-12 | * |
uc.date.periodoEmbargo | 0 | pt |
item.fulltext | Com Texto completo | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.languageiso639-1 | en | - |
item.openairetype | article | - |
item.cerifentitytype | Publications | - |
item.grantfulltext | open | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CFisUC – Center for Physics of the University of Coimbra | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0003-0551-7255 | - |
crisitem.author.orcid | 0000-0003-4634-7395 | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
Appears in Collections: | FCTUC Química - Artigos em Revistas Internacionais FCTUC Física - Artigos em Revistas Internacionais I&D CFis - Artigos em Revistas Internacionais I&D CQC - Artigos em Revistas Internacionais |
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File | Description | Size | Format | |
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Synthesis-of-New-2Halo21Htetrazol5yl2Hazirines-via-a-NonClassical-Wittig-ReactionMolecules.pdf | 2.32 MB | Adobe PDF | View/Open |
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