Synthesis, Characterization, and Reactivity of [LiC(SiMe2H)3]-2THF: Formation of 1,1,3,3-Tetramethyl-2,2,4,4-tetrakis(dimethylsilyl)-1,3-disilacyclobutane, [Me2SiC(SiMe2H)2]2

Eric J. Hawrelak; Folami T. Ladipo; Daisuke Sata; Janet Braddock-Wilking

doi:10.1021/om980863p

Synthesis, Characterization, and Reactivity of [LiC(SiMe₂H)₃]-2THF: Formation of 1,1,3,3-Tetramethyl-2,2,4,4-tetrakis(dimethylsilyl)-1,3-disilacyclobutane, [Me₂SiC(SiMe₂H)₂]₂

Eric J. Hawrelak, Folami T. Ladipo, Daisuke Sata, Janet Braddock-Wilking

Chemistry

Research output: Contribution to journal › Article › peer-review

18 Scopus citations

Abstract

Reaction of [HC(SiMe₂H)₃] with [(CH₃)₂-CH]₂NLi in tetrahydrofuran afforded [LiC(SiMe₂H)₃]· 2THF (1) in excellent yield. Reactions of 1 with Me₃SiCl, MeSiHCl₂, HSiCl₃ and MeSiCl₃ at - 78°C gave [Me₃-SiC(SiMe₂H)₃] (2), [(HMeClSi)C(SiMe₂H)₃] (3), [(HCl₂-Si)C(SiMe₂H)₃] (4), and [(MeCl₂Si)C(SiMe₂H)₃] (5), respectively. At room temperature, reaction between 1 and SiCl₄ in toluene resulted in multiple products, including a new highly substituted 1,3-disilacyclobutane [Me₂SiC-(SiMe₂H)₂]₂ (6). 6 was isolated in moderate yield from reaction of 1 with 2 equiv of SiCl₄.

Original language	English
Pages (from-to)	1804-1807
Number of pages	4
Journal	Organometallics
Volume	18
Issue number	9
DOIs	https://doi.org/10.1021/om980863p
State	Published - Apr 26 1999

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Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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@article{64787c83232347d19bea727da8302f57,

title = "Synthesis, Characterization, and Reactivity of [LiC(SiMe2H)3]-2THF: Formation of 1,1,3,3-Tetramethyl-2,2,4,4-tetrakis(dimethylsilyl)-1,3-disilacyclobutane, [Me2SiC(SiMe2H)2]2",

abstract = "Reaction of [HC(SiMe2H)3] with [(CH3)2-CH]2NLi in tetrahydrofuran afforded [LiC(SiMe2H)3]· 2THF (1) in excellent yield. Reactions of 1 with Me3SiCl, MeSiHCl2, HSiCl3 and MeSiCl3 at - 78°C gave [Me3-SiC(SiMe2H)3] (2), [(HMeClSi)C(SiMe2H)3] (3), [(HCl2-Si)C(SiMe2H)3] (4), and [(MeCl2Si)C(SiMe2H)3] (5), respectively. At room temperature, reaction between 1 and SiCl4 in toluene resulted in multiple products, including a new highly substituted 1,3-disilacyclobutane [Me2SiC-(SiMe2H)2]2 (6). 6 was isolated in moderate yield from reaction of 1 with 2 equiv of SiCl4.",

author = "Hawrelak, {Eric J.} and Ladipo, {Folami T.} and Daisuke Sata and Janet Braddock-Wilking",

year = "1999",

month = apr,

day = "26",

doi = "10.1021/om980863p",

language = "English",

volume = "18",

pages = "1804--1807",

number = "9",

}

TY - JOUR

T1 - Synthesis, Characterization, and Reactivity of [LiC(SiMe2H)3]-2THF

T2 - Formation of 1,1,3,3-Tetramethyl-2,2,4,4-tetrakis(dimethylsilyl)-1,3-disilacyclobutane, [Me2SiC(SiMe2H)2]2

AU - Hawrelak, Eric J.

AU - Ladipo, Folami T.

AU - Sata, Daisuke

AU - Braddock-Wilking, Janet

PY - 1999/4/26

Y1 - 1999/4/26

N2 - Reaction of [HC(SiMe2H)3] with [(CH3)2-CH]2NLi in tetrahydrofuran afforded [LiC(SiMe2H)3]· 2THF (1) in excellent yield. Reactions of 1 with Me3SiCl, MeSiHCl2, HSiCl3 and MeSiCl3 at - 78°C gave [Me3-SiC(SiMe2H)3] (2), [(HMeClSi)C(SiMe2H)3] (3), [(HCl2-Si)C(SiMe2H)3] (4), and [(MeCl2Si)C(SiMe2H)3] (5), respectively. At room temperature, reaction between 1 and SiCl4 in toluene resulted in multiple products, including a new highly substituted 1,3-disilacyclobutane [Me2SiC-(SiMe2H)2]2 (6). 6 was isolated in moderate yield from reaction of 1 with 2 equiv of SiCl4.

AB - Reaction of [HC(SiMe2H)3] with [(CH3)2-CH]2NLi in tetrahydrofuran afforded [LiC(SiMe2H)3]· 2THF (1) in excellent yield. Reactions of 1 with Me3SiCl, MeSiHCl2, HSiCl3 and MeSiCl3 at - 78°C gave [Me3-SiC(SiMe2H)3] (2), [(HMeClSi)C(SiMe2H)3] (3), [(HCl2-Si)C(SiMe2H)3] (4), and [(MeCl2Si)C(SiMe2H)3] (5), respectively. At room temperature, reaction between 1 and SiCl4 in toluene resulted in multiple products, including a new highly substituted 1,3-disilacyclobutane [Me2SiC-(SiMe2H)2]2 (6). 6 was isolated in moderate yield from reaction of 1 with 2 equiv of SiCl4.

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U2 - 10.1021/om980863p

DO - 10.1021/om980863p

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Synthesis, Characterization, and Reactivity of [LiC(SiMe₂H)₃]-2THF: Formation of 1,1,3,3-Tetramethyl-2,2,4,4-tetrakis(dimethylsilyl)-1,3-disilacyclobutane, [Me₂SiC(SiMe₂H)₂]₂

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