Effect of the silicon atom on the electron density distribution in the organosilicon 1,2-hydroxyamines molecules

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Abstract

In the framework of the theory of MO LCAO by the TPSS / cc-pVTZ, Hirshfield and NBO analysis methods in the molecules of 4-(dimethylamino)-1,1-diethylsilacyclopentan-3-ol and 2-(dimethylamino)- 5-trimethylsilylcyclohexan-1-ol the nature of the influence of the silicon atom on remotely located nitrogen and oxygen atoms has been studied. More pronounced in 4-(dimethylamino)-1,1-diethylsilacyclopentan-3-ol molecule, this effect is determined by the geometric parameters (endocyclic arrangement of the silicon atom), which favor the formation of MOs with a large Si contribution. According to NBO analysis, the interaction between the orbitals of the Si-C5 bonds and the orbitals of the C3-N and C1-O bonds in the silacyclopentane fragment of the 4-(dimethylamino)-1,1-diethylsilacyclopentan-3-ol molecule, has a donor-acceptor character. The calculated data are in qualitative agreement with the results of 1H and 29Si NMR spectroscopy.

About the authors

E. M. Khamitov

Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences

I. G. Konkina

Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences

Email: irkonk@anrb.ru

E. M. Tsyrlina

Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences

A. N. Lobov

Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences

S. P. Ivanov

Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences

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