Document Detail


The importance of the ene reaction for the C(2)-C(6) cyclization of enyne-allenes.
MedLine Citation:
PMID:  11389639     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
The present study establishes the ene reaction as a competing reaction mechanism to the diradical mechanism for the thermal C(2)-C(6) cyclization of enyne-allenes which possess bulky substituents at the alkyne terminus. Both reaction routes are found to possess nearly equal free energies of activation. As shown by our computations, primary H/D isotope effects could be used for a definite decision about the mechanism. Concerning the regioselectivity of the cyclization reactions of enyne-allenes our study resolves a long-standing deviation between theoretical results and experimental findings.
Authors:
P W Musch; B Engels
Related Documents :
16839129 - [2 + 4] and [4 + 2] cycloadditions of o-thioquinones with 1,3-dienes: a computational s...
17579899 - Cobalt-mediated [2+2+2] cycloaddition versus c-h and n-h activation of 2-pyridones and ...
25146879 - Reactivity of cl atom with triple bonded molecules - an experimental and theoretical st...
16408969 - Tandem double-intramolecular [4+2]/[3+2] cycloadditions of nitroalkenes. studies toward...
11031039 - Rhodium(ii)-catalyzed cyclization of amido diazo carbonyl compounds.
22538249 - Dynamic chiral-at-metal stability of tetrakis(d/l-hfc)ln(iii) complexes capped with an ...
10376349 - Characterization of bis(isoorotato)diaquamagnesium(ii) dihydrate: a potentially useful ...
17226159 - Diterpenoid alkaloids from aconitum vilmorrianum.
21175149 - Copper-catalyzed intramolecular c-n bond formation: a straightforward synthesis of benz...
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  123     ISSN:  0002-7863     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2001 Jun 
Date Detail:
Created Date:  2001-06-06     Completed Date:  2001-12-28     Revised Date:  2003-10-31    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  5557-62     Citation Subset:  -    
Affiliation:
Institut für Organische Chemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

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


Previous Document:  Fabrication and characterization of metal-molecule-metal junctions by conducting probe atomic force ...
Next Document:  Potential energy surface for activation of methane by Pt(+): a combined guided ion beam and DFT stud...