Catalysis

Intramolecular force

1,3-Dipolar cycloaddition

Bicyclic molecule

Photochemistry

Nuclear physics

Solvent

Molecule

Alkene

Reaction dynamics

Migratory insertion

Stereochemistry

Physical chemistry

Medicinal chemistry

Ene reaction

Dichloromethane

Physics

Organic chemistry

Cycloaddition

Singlet state

Computational chemistry

Nitrile

Excited state

Chemistry

Diradical

Molecular Physics

Potential energy surfaces and molecular dynamics of the intramolecular 1, 3-dipolar cycloaddition and ene reaction of a nitrile oxide with an alkene were performed in the gas phase and in dichloromethane with density functional theory. One hundred trajectories were propagated in the gas phase and in dichloromethane, respectively. Twenty percent of the trajectories in the gas phase involve bicyclic intermediate and the mean time gap is 472fs. A dynamically stepwise reaction is observed. In dichloromethane, more reactive trajectories were obtained and the time gap is larger than that in the gas phase.

Molecular dynamics of the intramolecular 1, 3-dipolar ene reaction of a nitrile oxide and an alkene: non-statistical behavior of a reaction involving a diradical intermediate