TY - JOUR
T1 - Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions
AU - Domingo, Luis R.
AU - Aurell, M. José
AU - Pérez, Patricia
AU - Contreras, Renato
N1 - Funding Information:
This work received partial financial support from the Ministerio de Educación y Cultura of the Spanish Government by DGICYT (project PB98-1429), and Fondecyt, grants No. 3990033 and 1000816. R. C. thanks the Generalitat Valenciana for financial support (INV00-02-40) and Universidad de Valencia for the facilities made available to him and for the warm hospitality.
PY - 2002/5/27
Y1 - 2002/5/27
N2 - The global electrophilicity power, ω, of a series of dienes and dienophiles commonly used in Diels-Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Δω, of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Δω small, pericyclic processes) and polar (Δω big, ionic processes) mechanisms.
AB - The global electrophilicity power, ω, of a series of dienes and dienophiles commonly used in Diels-Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Δω, of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Δω small, pericyclic processes) and polar (Δω big, ionic processes) mechanisms.
KW - Density functional theory
KW - Diels-Alder reactions
KW - Electrophilicity power
UR - http://www.scopus.com/inward/record.url?scp=0037181996&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(02)00410-6
DO - 10.1016/S0040-4020(02)00410-6
M3 - Article
AN - SCOPUS:0037181996
VL - 58
SP - 4417
EP - 4423
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 22
ER -