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Article: Diastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state

TitleDiastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state
Authors
KeywordsDimerization
Photochemistry
Pseudorotaxane solid-state reactions
Structure-directed synthesis
Issue Date2003
Citation
Angewandte Chemie - International Edition, 2003, v. 42, n. 10, p. 1126-1132 How to Cite?
AbstractA crown ether/dialkylammonium ion hybrid containing a stilbene group self-assembles into a [c2]daisy chain-like pseudorotaxane, the solid-state superstructure of which was confirmed by X-ray crystallography. Upon irradiation, the pseudorotaxane undergoes an efficient photochemical [2+2] dimerization, both in solution as well as in the solid state, to yield one cyclobutane diastereoisomer with syn-anti-syn stereochemistry and head-to-tail regiochemistry (see scheme).
Persistent Identifierhttp://hdl.handle.net/10722/332529
ISSN
2023 Impact Factor: 16.1
2023 SCImago Journal Rankings: 5.300
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorAmirsakis, Dafni G.-
dc.contributor.authorElizarov, Arkadij M.-
dc.contributor.authorGarcia-Garibay, Miguel A.-
dc.contributor.authorGlink, Peter T.-
dc.contributor.authorStoddart, J. Fraser-
dc.contributor.authorWhite, Andrew J.P.-
dc.contributor.authorWilliams, David J.-
dc.date.accessioned2023-10-06T05:12:13Z-
dc.date.available2023-10-06T05:12:13Z-
dc.date.issued2003-
dc.identifier.citationAngewandte Chemie - International Edition, 2003, v. 42, n. 10, p. 1126-1132-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10722/332529-
dc.description.abstractA crown ether/dialkylammonium ion hybrid containing a stilbene group self-assembles into a [c2]daisy chain-like pseudorotaxane, the solid-state superstructure of which was confirmed by X-ray crystallography. Upon irradiation, the pseudorotaxane undergoes an efficient photochemical [2+2] dimerization, both in solution as well as in the solid state, to yield one cyclobutane diastereoisomer with syn-anti-syn stereochemistry and head-to-tail regiochemistry (see scheme).-
dc.languageeng-
dc.relation.ispartofAngewandte Chemie - International Edition-
dc.subjectDimerization-
dc.subjectPhotochemistry-
dc.subjectPseudorotaxane solid-state reactions-
dc.subjectStructure-directed synthesis-
dc.titleDiastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/anie.200390296-
dc.identifier.scopuseid_2-s2.0-0037429910-
dc.identifier.volume42-
dc.identifier.issue10-
dc.identifier.spage1126-
dc.identifier.epage1132-
dc.identifier.isiWOS:000181674100012-

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