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Article: The design and synthesis of bis(thiourea) ligands and their application in Pd-catalyzed heck and suzuki reactions under aerobic conditions

TitleThe design and synthesis of bis(thiourea) ligands and their application in Pd-catalyzed heck and suzuki reactions under aerobic conditions
Authors
KeywordsCross-coupling
Homogeneous catalysis
Palladium
S ligands
Issue Date2006
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.eurjoc.org
Citation
European Journal Of Organic Chemistry, 2006 n. 5, p. 1177-1184 How to Cite?
AbstractNew, bulky N,N-disubstituted acyclic and cyclic bis(thiourea) ligands have been designed and synthesized. Their palladium(0) complexes are very stable and are active catalysts for Heck and Suzuki coupling reactions of aryl iodides and bromides under aerobic conditions. Good TONs and TOFs were achieved in the coupling reactions [for PhI, TONs up to 1000000 and TOFs up to 200000 (h -1); for activated aryl bromide, TONs up to 89000]. In addition, further studies were conducted to know more about the nature of these catalysts. The active catalyst was found to be the chelate complex containing the bis(thiourea) and Pd in a 1:1 ratio. However, unlike a monothiourea, further coordination can occur to give a coordinatively saturated complex when bis(thiourea) and Pd are combined in a 2:1 ratio; this complex is catalytically inactive in coupling reactions. © Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Persistent Identifierhttp://hdl.handle.net/10722/69078
ISSN
2023 Impact Factor: 2.5
2023 SCImago Journal Rankings: 0.584
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorChen, Wen_HK
dc.contributor.authorLi, Ren_HK
dc.contributor.authorHan, Ben_HK
dc.contributor.authorLi, BJen_HK
dc.contributor.authorChen, YCen_HK
dc.contributor.authorWu, Yen_HK
dc.contributor.authorDing, LSen_HK
dc.contributor.authorYang, Den_HK
dc.date.accessioned2010-09-06T06:10:21Z-
dc.date.available2010-09-06T06:10:21Z-
dc.date.issued2006en_HK
dc.identifier.citationEuropean Journal Of Organic Chemistry, 2006 n. 5, p. 1177-1184en_HK
dc.identifier.issn1434-193Xen_HK
dc.identifier.urihttp://hdl.handle.net/10722/69078-
dc.description.abstractNew, bulky N,N-disubstituted acyclic and cyclic bis(thiourea) ligands have been designed and synthesized. Their palladium(0) complexes are very stable and are active catalysts for Heck and Suzuki coupling reactions of aryl iodides and bromides under aerobic conditions. Good TONs and TOFs were achieved in the coupling reactions [for PhI, TONs up to 1000000 and TOFs up to 200000 (h -1); for activated aryl bromide, TONs up to 89000]. In addition, further studies were conducted to know more about the nature of these catalysts. The active catalyst was found to be the chelate complex containing the bis(thiourea) and Pd in a 1:1 ratio. However, unlike a monothiourea, further coordination can occur to give a coordinatively saturated complex when bis(thiourea) and Pd are combined in a 2:1 ratio; this complex is catalytically inactive in coupling reactions. © Wiley-VCH Verlag GmbH & Co. KGaA, 2006.en_HK
dc.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.eurjoc.orgen_HK
dc.relation.ispartofEuropean Journal of Organic Chemistryen_HK
dc.subjectCross-couplingen_HK
dc.subjectHomogeneous catalysisen_HK
dc.subjectPalladiumen_HK
dc.subjectS ligandsen_HK
dc.titleThe design and synthesis of bis(thiourea) ligands and their application in Pd-catalyzed heck and suzuki reactions under aerobic conditionsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1434-193X&volume=2006&spage=1177&epage=1184&date=2006&atitle=The+design+and+synthesis+of+Bis(thiourea)+Ligands+and+their+application+in+Pd-catalyzed+heck+and+Suzuki+reactions+under+aerobic+conditions+en_HK
dc.identifier.emailYang, D:yangdan@hku.hken_HK
dc.identifier.authorityYang, D=rp00825en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/ejoc.200500644en_HK
dc.identifier.scopuseid_2-s2.0-33644748180en_HK
dc.identifier.hkuros122020en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-33644748180&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.issue5en_HK
dc.identifier.spage1177en_HK
dc.identifier.epage1184en_HK
dc.identifier.isiWOS:000235821600012-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridChen, W=16033282000en_HK
dc.identifier.scopusauthoridLi, R=7404723671en_HK
dc.identifier.scopusauthoridHan, B=39361250600en_HK
dc.identifier.scopusauthoridLi, BJ=7410082748en_HK
dc.identifier.scopusauthoridChen, YC=35242054800en_HK
dc.identifier.scopusauthoridWu, Y=7406891160en_HK
dc.identifier.scopusauthoridDing, LS=7403132975en_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.issnl1099-0690-

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