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Analysis of the electron density redistribution in the course of nucleophilic addition reactions of H{sup -} and F{sup -} to acetylene and methylacetylene molecules according to ab initio calculations

Journal Article · · Russian Chemical Bulletin
DOI:https://doi.org/10.1007/BF00713591· OSTI ID:274073
;  [1]
  1. M.V. Lomonosov State Academy of Fine Chemical Technology, Moscow (Russian Federation); and others

Energy characteristics and peculiarities of variation of structural parameters along the minimum energy pathways (MEP) calculated earlier of six reactions of nucleophilic addition of H{sup -} and F{sup -} to acetylene and methylacetylene have been analyzed. The electronic mechanism of the reactions, the character of the electron density redistribution, and its relation with the changes in structural parameters have been discussed. It has been found for all six reactions that the structural reorganization of an alkyne + Nu system is completed before the barriers. However, the increase in the alkyne multiple bond length and changes in electronic characteristics for the reactions with F{sup -} (endothermic reactions) take place before the barrier (late transition state) and for the reaction with H{sup -} (exothermic reactions), after the barrier (early transition state).

Sponsoring Organization:
USDOE
OSTI ID:
274073
Journal Information:
Russian Chemical Bulletin, Journal Name: Russian Chemical Bulletin Journal Issue: 12 Vol. 44; ISSN 1066-5285; ISSN RCBUEY
Country of Publication:
United States
Language:
English

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