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Abstract:

The chirality of molecules expresses itself, for example, in the fact that a solution of a chiral molecule rotates the plane of linear polarised light. The underlying molecular property is the optical rotatory power (ORP) tensor, which according to time-dependent perturbation theory can be calculated as mixed linear response functions of the electric and magnetic dipole moment operators. Applying a canonical transformation of the Hamiltonian, which reformulates the magnetic dipole moment operator in terms of the operator for the torque acting on the electrons, the ORP of a molecule can be partitioned into atomic and group contributions. In the present work, we investigate the transferability of such individual contributions in a series of small, chiral molecules: hydrogen peroxide, methyl hydroperoxide and dimethyl peroxide. The isotropic atomic or group contributions have been evaluated for the hydrogen, oxygen and carbon atoms as well as for the methyl group at the level of time-dependent density functional theory with the B3LYP exchange-correlation functional employing a large Gaussian basis set. We find that the atomic or group contributions are not transferable among these three molecules. © 2014 © 2014 Taylor & Francis.

Registro:

Documento: Artículo
Título:On the transferability of atomic contributions to the optical rotatory power of hydrogen peroxide, methyl hydroperoxide and dimethyl peroxide
Autor:Sánchez, M.; Alkorta, I.; Elguero, J.; Ferraro, M.B.; Sauer, S.P.A.
Filiación:Instituto de Química Médica (IQM-CSIC), Madrid, Spain
Departamento de Física and IFIBA, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina
CONICET, Argentina
Department of Chemistry, University of Copenhagen, Copenhagen, Denmark
Palabras clave:atomic contributions; chirality; density functional theory; dimethyl peroxide; hydrogen peroxide; methyl hydroperoxide; optical rotatory power; Atoms; Chirality; Density functional theory; Dipole moment; Electric properties; Functional groups; Hydrogen peroxide; Molecules; Oxidation; Peroxides; atomic contributions; Canonical transformation; Exchange-correlation functionals; Linear response functions; Methyl hydroperoxide; Optical rotatory power; Time dependent density functional theory; Time-dependent perturbation theory; Stereochemistry
Año:2014
Volumen:112
Número:12
Página de inicio:1624
Página de fin:1632
DOI: http://dx.doi.org/10.1080/00268976.2013.851420
Título revista:Molecular Physics
Título revista abreviado:Mol. Phys.
ISSN:00268976
CODEN:MOPHA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00268976_v112_n12_p1624_Sanchez

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Citas:

---------- APA ----------
Sánchez, M., Alkorta, I., Elguero, J., Ferraro, M.B. & Sauer, S.P.A. (2014) . On the transferability of atomic contributions to the optical rotatory power of hydrogen peroxide, methyl hydroperoxide and dimethyl peroxide. Molecular Physics, 112(12), 1624-1632.
http://dx.doi.org/10.1080/00268976.2013.851420
---------- CHICAGO ----------
Sánchez, M., Alkorta, I., Elguero, J., Ferraro, M.B., Sauer, S.P.A. "On the transferability of atomic contributions to the optical rotatory power of hydrogen peroxide, methyl hydroperoxide and dimethyl peroxide" . Molecular Physics 112, no. 12 (2014) : 1624-1632.
http://dx.doi.org/10.1080/00268976.2013.851420
---------- MLA ----------
Sánchez, M., Alkorta, I., Elguero, J., Ferraro, M.B., Sauer, S.P.A. "On the transferability of atomic contributions to the optical rotatory power of hydrogen peroxide, methyl hydroperoxide and dimethyl peroxide" . Molecular Physics, vol. 112, no. 12, 2014, pp. 1624-1632.
http://dx.doi.org/10.1080/00268976.2013.851420
---------- VANCOUVER ----------
Sánchez, M., Alkorta, I., Elguero, J., Ferraro, M.B., Sauer, S.P.A. On the transferability of atomic contributions to the optical rotatory power of hydrogen peroxide, methyl hydroperoxide and dimethyl peroxide. Mol. Phys. 2014;112(12):1624-1632.
http://dx.doi.org/10.1080/00268976.2013.851420