| Transition metal-mediated intramolecular [2+2+2] cycloisomerizations of cyclic triynes and enediynes. | |
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MedLine Citation:
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PMID: 15760184 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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[reaction: see text] Nitrogen-containing 15-membered triacetylenic macrocycles known as 1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3,8,13-triynes (1) and enediynic macrocycles called 1,6,11-tris(arylsulfonyl)-1,6,11-triazacyclopentadeca-3-ene-8,13-diynes (4 and 5) were satisfactorily prepared. [2+2+2] cycloisomerization processes catalyzed by transition metals were tested in the above-mentioned macrocycles. Readily available and familiar cyclotrimerization precatalysts were examined for efficiency. Among them, the RhCl(CO)(PPh(3))(2) complex was found to catalyze the cycloisomerization reaction giving the desired cycloadducts in high yields. |
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Authors:
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Anna Torrent; Iván González; Anna Pla-Quintana; Anna Roglans; Marcial Moreno-Mañas; Teodor Parella; Jordi Benet-Buchholz |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 70 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2005 Mar |
Date Detail:
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Created Date: 2005-03-11 Completed Date: 2005-06-08 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 2033-41 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Universitat de Girona, Campus de Montilivi, s/n. E-17071-Girona, Spain. anna.roglans@udg.es |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Alkynes
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chemical synthesis,
chemistry* Catalysis Cyclization Macrocyclic Compounds / chemical synthesis, chemistry* Metals, Heavy / chemistry* Models, Chemical Models, Molecular Molecular Structure Organometallic Compounds / chemical synthesis, chemistry* Platinum / chemistry Rhodium / chemistry Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Alkynes; 0/Macrocyclic Compounds; 0/Metals, Heavy; 0/Organometallic Compounds; 7440-06-4/Platinum; 7440-16-6/Rhodium |
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