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Article: A selective one-step synthesis of tris N-alkylated cyclens

TitleA selective one-step synthesis of tris N-alkylated cyclens
Authors
KeywordsAlkylation
Cyclen
One-step synthesis
Issue Date2004
PublisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/tet
Citation
Tetrahedron, 2004, v. 60 n. 26, p. 5595-5601 How to Cite?
AbstractA general one-step synthesis for tris N-alkylated cyclens with good yield and unprecedented selectivity is presented. Tris and 1,4-bis N-alkylated cyclens, as the only two major products are isolated. Furthermore, according to the single crystal X-ray structures of tris and 1,4-bis N-alkylated cyclen 1 and 1a, one nitrogen atom on the cyclen ring can be protonated under this reaction condition, which prevents its further alkylation, and gives rise to the regioselectivity ultimately. © 2004 Elsevier Ltd. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/69236
ISSN
2015 Impact Factor: 2.645
2015 SCImago Journal Rankings: 0.991
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLi, Cen_HK
dc.contributor.authorWong, WTen_HK
dc.date.accessioned2010-09-06T06:11:49Z-
dc.date.available2010-09-06T06:11:49Z-
dc.date.issued2004en_HK
dc.identifier.citationTetrahedron, 2004, v. 60 n. 26, p. 5595-5601en_HK
dc.identifier.issn0040-4020en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69236-
dc.description.abstractA general one-step synthesis for tris N-alkylated cyclens with good yield and unprecedented selectivity is presented. Tris and 1,4-bis N-alkylated cyclens, as the only two major products are isolated. Furthermore, according to the single crystal X-ray structures of tris and 1,4-bis N-alkylated cyclen 1 and 1a, one nitrogen atom on the cyclen ring can be protonated under this reaction condition, which prevents its further alkylation, and gives rise to the regioselectivity ultimately. © 2004 Elsevier Ltd. All rights reserved.en_HK
dc.languageengen_HK
dc.publisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/teten_HK
dc.relation.ispartofTetrahedronen_HK
dc.subjectAlkylationen_HK
dc.subjectCyclenen_HK
dc.subjectOne-step synthesisen_HK
dc.titleA selective one-step synthesis of tris N-alkylated cyclensen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0040-4020&volume=60&issue=26&spage=5595&epage=5601&date=2004&atitle=A+selective+one-step+synthesis+of+tris+n-alkylated+cyclensen_HK
dc.identifier.emailWong, WT: wtwong@hku.hken_HK
dc.identifier.authorityWong, WT=rp00811en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/j.tet.2004.04.086en_HK
dc.identifier.scopuseid_2-s2.0-2942556819en_HK
dc.identifier.hkuros91831en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-2942556819&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume60en_HK
dc.identifier.issue26en_HK
dc.identifier.spage5595en_HK
dc.identifier.epage5601en_HK
dc.identifier.isiWOS:000222097400009-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridLi, C=8521804400en_HK
dc.identifier.scopusauthoridWong, WT=7403973084en_HK

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