N-[hydroxy(dimethyl)silylmethyl]-N,N′-propylene urea hydrochloride: Synthesis and structure
Vadim A Pestunovich
1
,
Alexander I Albanov
1
,
Sergey A. Pogozhikh
2
,
Yuri E. Ovchinnikov
2
,
Natalya B. Lazareva
1
Publication type: Journal Article
Publication date: 2012-09-01
scimago Q2
wos Q2
SJR: 0.628
CiteScore: 8.0
Impact factor: 4.7
ISSN: 00222860, 18728014
Organic Chemistry
Inorganic Chemistry
Spectroscopy
Analytical Chemistry
Abstract
► The new silanol LCH2SiMe2OH·HCl (L-propylene urea) was obtained. ► The structure of silanol was determined by 1 H, 13 C and 29Si NMR spectroscopy. ► X-ray structural investigation confirmed a pentacoordination of the silicon atom. The new N- chlorodimethylsilylmethyl- N ′-trimethylsilyl- N , N ′-propylene urea 5 was synthesized by trans-silylation reaction of N , N ′ - bis(trimethylsilyl)- N , N ′-propylene urea 4 with ClCH 2 SiMe 2 Cl. Mild hydrolysis of compound 5 results in the formation of N -[hydroxy(dimethyl)silylmethyl]- N , N ′-propylene urea hydrochloride 6 . The structure of the studied compounds in solution was determined by 1 H, 13 C and 29 Si NMR spectroscopy and by X-ray analysis in the solid state. The results of these studies are indicative of pentacoordination of the silicon atoms in ureas 5 and 6 . Compound 6 is a new example of poorly known protonated silanols with hypervalent silicon atom.
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Pestunovich V. A. et al. N-[hydroxy(dimethyl)silylmethyl]-N,N′-propylene urea hydrochloride: Synthesis and structure // Journal of Molecular Structure. 2012. Vol. 1024. pp. 136-141.
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Pestunovich V. A., Albanov A. I., Pogozhikh S. A., Ovchinnikov Y. E., Lazareva N. B. N-[hydroxy(dimethyl)silylmethyl]-N,N′-propylene urea hydrochloride: Synthesis and structure // Journal of Molecular Structure. 2012. Vol. 1024. pp. 136-141.
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RIS
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TY - JOUR
DO - 10.1016/j.molstruc.2012.05.017
UR - https://doi.org/10.1016/j.molstruc.2012.05.017
TI - N-[hydroxy(dimethyl)silylmethyl]-N,N′-propylene urea hydrochloride: Synthesis and structure
T2 - Journal of Molecular Structure
AU - Pestunovich, Vadim A
AU - Albanov, Alexander I
AU - Pogozhikh, Sergey A.
AU - Ovchinnikov, Yuri E.
AU - Lazareva, Natalya B.
PY - 2012
DA - 2012/09/01
PB - Elsevier
SP - 136-141
VL - 1024
SN - 0022-2860
SN - 1872-8014
ER -
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BibTex (up to 50 authors)
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@article{2012_Pestunovich,
author = {Vadim A Pestunovich and Alexander I Albanov and Sergey A. Pogozhikh and Yuri E. Ovchinnikov and Natalya B. Lazareva},
title = {N-[hydroxy(dimethyl)silylmethyl]-N,N′-propylene urea hydrochloride: Synthesis and structure},
journal = {Journal of Molecular Structure},
year = {2012},
volume = {1024},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016/j.molstruc.2012.05.017},
pages = {136--141},
doi = {10.1016/j.molstruc.2012.05.017}
}