Reaction Mechanism of an Intramolecular Oxime Transfer Reaction: A Computational Study
Moilanen, J., Neuvonen, A., & Pihko, P. (2014). Reaction Mechanism of an Intramolecular Oxime Transfer Reaction: A Computational Study. Journal of Organic Chemistry, 79(5), 2006-2014. https://doi.org/10.1021/jo402676z
Published in
Journal of Organic ChemistryDate
2014Discipline
Epäorgaaninen ja analyyttinen kemiaOrgaaninen kemiaInorganic and Analytical ChemistryOrganic ChemistryCopyright
© 2014 American Chemical Society
Density functional theory (PBE0/def2-TZVPP) calculations in conjunction with a polarizable continuum model were used to assess the mechanism of the intramolecular oxime transfer reaction that leads to the formation of isoxazolines. Different diastereomers of the intermediates as well as different oximes (formaldehyde and acetone oxime) were considered. The computed reaction profile predicts the water-addition and -expulsion steps as the highest barriers along the pathway, a conclusion that is in line with the experimental evidence obtained previously for these reactions.
Publisher
American Chemical SocietyISSN Search the Publication Forum
0022-3263Publication in research information system
https://converis.jyu.fi/converis/portal/detail/Publication/23755273
Metadata
Show full item recordCollections
License
Related items
Showing items with similar title or keywords.
-
Computational modelling of boron nitride nanostructures based on density-functional tight-binding
Nokelainen, Johannes (2014)Boorinitridin (BN) nanorakenteet ovat sekä rakenteellisesti että lujuusominaisuuksiensa puolesta hyvin samankaltaisia vastaavien hiilirakenteiden kanssa. Suurimpana erona on BN:n sähköinen eristävyys kun taas hiilirakenteet ... -
Growth of two-dimensional Au patches in graphene pores : a density-functional study
Antikainen, Saku (2016)Grafeenin löytämisen myötä kaksiulotteisten (2D) materiaalien tutkimus on edennyt huomattavasti viimeisen vuosikymmenen aikana. Myös 2D-metalleja on tutkittu, ja esimerkiksi atominpaksuinen rautakerros on onnistuttu ... -
Time-dependent density-functional theory for strongly interacting electrons
Cort Barrada, Luis; Karlsson, Daniel; Lani, Giovanna; van Leeuwen, Robert (American Physical Society, 2017)We consider an analytically solvable model of two interacting electrons that allows for the calculation of the exact exchange-correlation kernel of time-dependent density functional theory. This kernel, as well as ... -
Existence, uniqueness, and construction of the density-potential mapping in time-dependent density-functional theory
Ruggenthaler, Michael; Penz, Markus; van Leeuwen, Robert (Institute of Physics Publishing Ltd.; Institute of Physics, 2015)In this work we review the mapping from densities to potentials in quantum mechanics, which is the basic building block of time-dependent density-functional theory and the Kohn–Sham construction. We first present detailed ... -
A Self-Consistent Charge Density-Functional Tight-Binding Parameterization for Pt-Ru Alloys
Shi, Hongbo; Koskinen, Pekka; Ramasubramaniam, Ashwin (American Chemical Society, 2017)We present a self-consistent charge density-functional tight-binding (SCC-DFTB) parametrization for PtRu alloys, which is developed by employing a training set of alloy cluster energies and forces obtained from Kohn–Sham ...