A DFT Investigation of the Addition Reaction of Monomeric Lithium Enolate Derived from Propiophenone to Propene Oxide: Examination of the Possible Transition Structures

Journal of Organic Chemistry

Volumn 69, Issue 1, 2004, Pages 150-157

  Pomelli, Christian Silvio ^a   Bianucci, Anna Maria ^a   Crotti, Paolo ^a   Favero, Lucilla ^a  

^a UNIVERSITY OF PISA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CHEMICAL BONDS; SOLVENTS; TOLUENE;

TRANSITION STRUCTURES;

ORGANIC COMPOUNDS;

LITHIUM; PROPIOPHENONE DERIVATIVE; PROPYLENE OXIDE;

ADDITION REACTION; ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; GEOMETRY;

EID: 0346100547     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo034587m     Document Type: Article

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30. -1 respectively (entries 8, 9, and 7, Table 3, Supporting Information). A similar consideration can be made for the transition states TS3Go and TS3Ao (entries 13-24, Table 3, Supporting Information).
31. -1. A frequency calculation of this point, in vacuo and in the presence of the solvent, showed an imaginary frequency and therefore its nature of "false minimum". After this value, the gradient rapidly increases and the structure collapses to the 7a complex.
32. -1), with the result that the rate-limiting step of the addition reaction would be the breaking of the 7a complex.
33. -1, respectively (entries 25-27 and 29, Table 3, Supporting Information).
34. # (solvent) are reported in italics and the real value in brackets.