N-[hydroxy(dimethyl)silylmethyl]-N,N′-propylene urea hydrochloride: Synthesis and structure

被引：13

作者：

Pestunovich, Vadim A. ^{[1
]}

Albanov, Alexander I. ^{[1
]}

Pogozhikh, Sergey A. ^{[2
]}

Ovchinnikov, Yuri E. ^{[2
]}

Lazareva, Nataliya F. ^{[1
]}

机构：

[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Div, Irkutsk 664033, Russia

[2] Novosibirsk State Pedag Univ, Novosibirsk 630128, Russia

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2012年 / 1024卷

关键词：

Pentacoordinate silicon compounds; Protonated silanol; N-(Silylmethyl)-N; N'-propylene ureas; NMR; X-ray; HYPERVALENT SILICON-COMPOUNDS; PROTEASE INHIBITORS; CRYSTAL-STRUCTURE; CARBON BOND; X-RAY; PENTACOORDINATE; HYDROLYSIS; REACTIVITY; CHEMISTRY; SILANOL;

D O I：

10.1016/j.molstruc.2012.05.017

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

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 CICH2SiMe2Cl. 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 H-1, C-13 and Si-29 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 S and 6. Compound 6 is a new example of poorly known protonated silanols with hypervalent silicon atom. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：136 / 141

页数：6

共 54 条

[31] Some novel polymeric nanocomposites [J].

Mark, James E. .

ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (12) :881-888

[32] Some interesting things about polysiloxanes [J].

Mark, JE .

ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (12) :946-953

[33] MECHANISM OF FORMATION OF CYCLIC UREA NUCLEOSIDES - EVIDENCE FOR AN O-TRANSGLYCOSYLATION TO N-TRANSGLYCOSYLATION [J].

MARQUEZ, VE ;

LIU, PS ;

LINEVSKY, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (09) :1712-1717

[34] Chemical reactivity of hypervalent silicon compounds:: The local hard and soft acids and bases principle viewpoint [J].

Méndez, F ;

Romero, MD ;

Gazquez, JL .

JOURNAL OF CHEMICAL SCIENCES, 2005, 117 (05) :525-531

[35] Cross-coupling reactions of hypervalent siloxane derivatives: An alternative to Stille and Suzuki couplings [J].

Mowery, ME ;

DeShong, P .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1684-1688

[36] Hetero- and metallasiloxanes derived from silanediols, disilanols, silanetriols, and trisilanols [J].

Murugavel, R ;

Voigt, A ;

Walawalkar, MG ;

Roesky, HW .

CHEMICAL REVIEWS, 1996, 96 (06) :2205-2236

[37]

Pestunovich V.A., 2007, CHEM HETEROCYC COMPO, V43, P187, DOI [10.1007/s10593-007-0030-0, DOI 10.1007/S10593-007-0030-0]

[38] Well-Architectured Poly(dimethylsiloxane)-Containing Copolymers Obtained by Radical Chemistry [J].

Pouget, Emmanuel ;

Tonnar, Jeff ;

Lucas, Patrice ;

Lacroix-Desmazes, Patrick ;

Ganachaud, Francois ;

Boutevin, Bernard .

CHEMICAL REVIEWS, 2010, 110 (03) :1233-1277

[39] Synthetic methodologies in siloxanes [J].

Purkayastha, A ;

Baruah, JB .

APPLIED ORGANOMETALLIC CHEMISTRY, 2004, 18 (04) :166-175

[40] Application of silicon-based cross-coupling technology to triflates [J].

Riggleman, S ;

DeShong, P .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (21) :8106-8109

← 1 2 3 4 5 6 →