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RESEARCH PRODUCT
A PM3 study of the molecular mechanism for the cycloaddition between cyclopentadiene and protonated pyridine-imine derivatives
Juan AndrésLuis R. DomingoMónica Olivasubject
CyclopentadieneConcerted reactionImineProtonationCondensed Matter PhysicsPhotochemistryBiochemistryChemical reactionCycloadditionchemistry.chemical_compoundchemistryComputational chemistryPyridineStereoselectivityPhysical and Theoretical Chemistrydescription
Abstract The molecular mechanism of the cycloaddition reaction between cyclopentadiene (CP) and three pyridine-imine derivatives has been studied by means of PM3 semiempirical method. The role of the protonation, endo/exo and π-facial stereoselectivity are analyzed and discussed. In neutral conditions the cycloaddition between CP and the pyridine-imine takes place along a concerted mechanism. Protonation on both nitrogen atoms brings out that the reaction pathway takes with a very low barrier along a stepwise mechanism. PM3 results are capable to find the key factors governing this chemical reaction and to explain the experimental outcome.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2001-07-01 | Journal of Molecular Structure: THEOCHEM |