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Enaminone substitutents attached to cyclopentadienes: 3E/3Z stereochemistry of 1-metalla-1,3,5-hexatriene intermediates (M = Cr, W) as a functional criterion for the formation of cyclopentadienes and six-membered heterocycles, respectively.
MedLine Citation:
PMID:  11261669     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
Reactions of NH-enaminones 2 with [2-(1-cycloalkenyl)ethynyl]carbene complexes 7 (M=W, Cr) gave tetrahydropentalenes, tetrahydroindenes, and hexahydroazulenes 8a-i, in which the NH-enaminone moiety is attached to the cyclopentadiene unit. The reaction involved formation of (3E)-1-metalla-1,3,5-hexatriene intermediates, which underwent pi cyclization faster than 3E/3Z isomerization. Tungsten complexes 12 and 13 were characterized as reaction intermediates. Compounds 8 are potentially bidentate ligands with respect to coordination both of the cyclopentadienyl and the enaminone moieties.
Authors:
R Aumann; I Göttker-Schnetmann; R Fröhlich; P Saarenketo; C Holst
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  7     ISSN:  0947-6539     ISO Abbreviation:  Chemistry     Publication Date:  2001 Feb 
Date Detail:
Created Date:  2001-03-22     Completed Date:  2001-05-31     Revised Date:  2009-08-04    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  711-20     Citation Subset:  -    
Affiliation:
Organisch-Chemisches Institut der Universität Münster, Germany. aumannr@uni-muenster.de
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