Document Detail


Transition metal-mediated intramolecular [2+2+2] cycloisomerizations of cyclic triynes and enediynes.
MedLine Citation:
PMID:  15760184     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[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.
Authors:
Anna Torrent; Iván González; Anna Pla-Quintana; Anna Roglans; Marcial Moreno-Mañas; Teodor Parella; Jordi Benet-Buchholz
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  70     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2005 Mar 
Date Detail:
Created Date:  2005-03-11     Completed Date:  2005-06-08     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2033-41     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Universitat de Girona, Campus de Montilivi, s/n. E-17071-Girona, Spain. anna.roglans@udg.es
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MeSH Terms
Descriptor/Qualifier:
Alkynes / 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:
0/Alkynes; 0/Macrocyclic Compounds; 0/Metals, Heavy; 0/Organometallic Compounds; 7440-06-4/Platinum; 7440-16-6/Rhodium

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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