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Article: Organocatalytic decarboxylative Doebner-Knoevenagel reactions between arylaldehydes and monoethyl malonate mediated by a bifunctional polymeric catalyst

TitleOrganocatalytic decarboxylative Doebner-Knoevenagel reactions between arylaldehydes and monoethyl malonate mediated by a bifunctional polymeric catalyst
Authors
Keywordscinnamates
DMAP
Doebner-Knoevenagel reaction
organocatalysis
polystyrene
Issue Date2011
PublisherGeorg Thieme Verlag. The Journal's web site is located at http://www.thieme-chemistry.com/thieme-chemistry/journals/info/synlett/index.shtml
Citation
Synlett, 2011 n. 12, p. 1723-1726 How to Cite?
AbstractA bifunctional polystyrene bearing both DMAP and piperidine groups has been prepared and used as an organocatalyst for decarboxylative Doebner-Knoevenagel reactions of arylaldehydes and monoethyl malonate. Isolated yields of the resulting cinnamates were very high, and in all cases only the E-isomer was detected. When a polystyrene catalyst functionalized with only DMAP or piperidine groups was used in these reactions, catalysis was much less efficient. Furthermore, catalysis using a combination of the monofunctional polymers was also less efficient than with the bifunctional polystyrene. Thus, it appears that there is a synergistic effect obtained by co-locating the two different catalytic amine groups on the same polymer backbone. © Georg Thieme Verlag Stuttgart · New York.
Persistent Identifierhttp://hdl.handle.net/10722/149068
ISSN
2015 Impact Factor: 2.323
2015 SCImago Journal Rankings: 0.908
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLu, Jen_HK
dc.contributor.authorToy, PHen_HK
dc.date.accessioned2012-06-22T06:19:54Z-
dc.date.available2012-06-22T06:19:54Z-
dc.date.issued2011en_HK
dc.identifier.citationSynlett, 2011 n. 12, p. 1723-1726en_HK
dc.identifier.issn0936-5214en_HK
dc.identifier.urihttp://hdl.handle.net/10722/149068-
dc.description.abstractA bifunctional polystyrene bearing both DMAP and piperidine groups has been prepared and used as an organocatalyst for decarboxylative Doebner-Knoevenagel reactions of arylaldehydes and monoethyl malonate. Isolated yields of the resulting cinnamates were very high, and in all cases only the E-isomer was detected. When a polystyrene catalyst functionalized with only DMAP or piperidine groups was used in these reactions, catalysis was much less efficient. Furthermore, catalysis using a combination of the monofunctional polymers was also less efficient than with the bifunctional polystyrene. Thus, it appears that there is a synergistic effect obtained by co-locating the two different catalytic amine groups on the same polymer backbone. © Georg Thieme Verlag Stuttgart · New York.en_HK
dc.languageengen_US
dc.publisherGeorg Thieme Verlag. The Journal's web site is located at http://www.thieme-chemistry.com/thieme-chemistry/journals/info/synlett/index.shtmlen_HK
dc.relation.ispartofSynletten_HK
dc.subjectcinnamatesen_HK
dc.subjectDMAPen_HK
dc.subjectDoebner-Knoevenagel reactionen_HK
dc.subjectorganocatalysisen_HK
dc.subjectpolystyreneen_HK
dc.titleOrganocatalytic decarboxylative Doebner-Knoevenagel reactions between arylaldehydes and monoethyl malonate mediated by a bifunctional polymeric catalysten_HK
dc.typeArticleen_HK
dc.identifier.emailToy, PH:phtoy@hkucc.hku.hken_HK
dc.identifier.authorityToy, PH=rp00791en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1055/s-0030-1260808en_HK
dc.identifier.scopuseid_2-s2.0-79960281863en_HK
dc.identifier.hkuros200321en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-79960281863&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume12en_US
dc.identifier.issue12en_HK
dc.identifier.spage1723en_HK
dc.identifier.epage1726en_HK
dc.identifier.isiWOS:000292596600017-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridLu, J=26532871800en_HK
dc.identifier.scopusauthoridToy, PH=7006579247en_HK

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