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Regioselectivity in hetero diels-alder reactions

dc.contributor.authorGrosso, Carla
dc.contributor.authorLiber, Marta
dc.contributor.authorBrigas, Amadeu
dc.contributor.authorPinho e Melo, Teresa M. V. D.
dc.contributor.authorLemos, Americo
dc.date.accessioned2020-07-24T10:53:24Z
dc.date.available2020-07-24T10:53:24Z
dc.date.issued2019-01
dc.description.abstractRegioselectivity in hetero Diels-Alder reactions can be observed in a simple reaction between a nonsymmetrical heterodiene and an unsymmetrical heterodienophile. A 9 h and easy to implement laboratory experiment is described, in which students can observe the regioselectivity of inverse "electron-demand" hetero Diels-Alder reactions of an azoalkene with furan or 2,3-dihydrofuran acting as dienophile. This experiment combines synthesis, structural analysis (IR spectroscopy and NMR spectroscopy), and dry- and vacuum-flash isolation methods.
dc.description.sponsorshipPortuguese Agency for Scientific Research
dc.description.sponsorshipFundacao para a Ciencia e a Tecnologia (FCT)Portuguese Foundation for Science and Technology [POCI-01-0145-FEDER-007630]
dc.description.sponsorshipCOMPETE2020-UE
dc.identifier.doi10.1021/acs.jchemed.7b00933
dc.identifier.issn0021-9584
dc.identifier.issn1938-1328
dc.identifier.urihttp://hdl.handle.net/10400.1/14489
dc.language.isoeng
dc.peerreviewedyes
dc.publisherAmerican Chemical Society
dc.subjectCycloaddition reactions
dc.titleRegioselectivity in hetero diels-alder reactions
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage152
oaire.citation.issue1
oaire.citation.startPage148
oaire.citation.titleJournal of Chemical Education
oaire.citation.volume96
person.familyNameLiber
person.familyNameBrigas
person.familyNameLemos
person.givenNameMarta
person.givenNameAmadeu
person.givenNameAmerico
person.identifier.ciencia-idDE12-138F-526B
person.identifier.ciencia-idA81D-6DC7-31E4
person.identifier.orcid0000-0003-4448-1937
person.identifier.orcid0000-0003-4875-4453
person.identifier.orcid0000-0001-9588-4555
person.identifier.ridE-1897-2012
person.identifier.ridB-4892-2008
person.identifier.scopus-author-id6701450565
person.identifier.scopus-author-id11139694000
rcaap.rightsrestrictedAccess
rcaap.typearticle
relation.isAuthorOfPublication5782b923-8425-4568-88f7-25e55256305c
relation.isAuthorOfPublication7b0e903c-4730-497c-a012-f9fa0fc5e6dc
relation.isAuthorOfPublication70dfe028-027a-4dec-b6e3-1a49c9be9e60
relation.isAuthorOfPublication.latestForDiscovery5782b923-8425-4568-88f7-25e55256305c

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