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- Publisher Website: 10.1002/anie.200390296
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Article: Diastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state
Title | Diastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state |
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Authors | |
Keywords | Dimerization Photochemistry Pseudorotaxane solid-state reactions Structure-directed synthesis |
Issue Date | 2003 |
Citation | Angewandte Chemie - International Edition, 2003, v. 42, n. 10, p. 1126-1132 How to Cite? |
Abstract | A 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 Identifier | http://hdl.handle.net/10722/332529 |
ISSN | 2023 Impact Factor: 16.1 2023 SCImago Journal Rankings: 5.300 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Amirsakis, Dafni G. | - |
dc.contributor.author | Elizarov, Arkadij M. | - |
dc.contributor.author | Garcia-Garibay, Miguel A. | - |
dc.contributor.author | Glink, Peter T. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.contributor.author | White, Andrew J.P. | - |
dc.contributor.author | Williams, David J. | - |
dc.date.accessioned | 2023-10-06T05:12:13Z | - |
dc.date.available | 2023-10-06T05:12:13Z | - |
dc.date.issued | 2003 | - |
dc.identifier.citation | Angewandte Chemie - International Edition, 2003, v. 42, n. 10, p. 1126-1132 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332529 | - |
dc.description.abstract | A 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.language | eng | - |
dc.relation.ispartof | Angewandte Chemie - International Edition | - |
dc.subject | Dimerization | - |
dc.subject | Photochemistry | - |
dc.subject | Pseudorotaxane solid-state reactions | - |
dc.subject | Structure-directed synthesis | - |
dc.title | Diastereospecific photochemical dimerization of a stilbene-containing daisy chain monomer in solution as well as in the solid state | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1002/anie.200390296 | - |
dc.identifier.scopus | eid_2-s2.0-0037429910 | - |
dc.identifier.volume | 42 | - |
dc.identifier.issue | 10 | - |
dc.identifier.spage | 1126 | - |
dc.identifier.epage | 1132 | - |
dc.identifier.isi | WOS:000181674100012 | - |