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Erschienen in:
2014 | OriginalPaper | Buchkapitel
8. Specific Intermolecular Interactions of Amino Alcohols and Their Derivatives
verfasst von : Alexei K. Baev
Erschienen in: Specific Intermolecular Interactions of Nitrogenated and Bioorganic Compounds
Verlag: Springer Berlin Heidelberg
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Abstract
According to modern ideas about the configuration N,N-hydroxylamine and its derivatives nN(5a′)-nσ (2a″)-orbital are orthogonal [1], which reflects the character of nN- and nσ-electrons of vibration band contours. The replacement of the hydrogen atom by the methyl group pushes n-orbitals up to the values of the vertical ionization potentials 1.45 and 1.83 eV, leading to convergence of ОН-groups up to 0.47 eV [1–3]. Such significant changes in the electron configuration of the alkyl derivatives of hydroxylaminе should be expressed at the energies of the hydrogen bonds and the formed specific interactions and are supposed to be at higher energies of D–N•••H–N connections in H2N–OH in comparison with the realized specific interactions of D–N → CH3–N. As we mentioned earlier, that an insignificant reduction of the electron density at the nitrogen atom when replacing a hydrogen atom with the ethyl group was found using X-ray electron spectroscopy [4, 5].