Siloxanes and silylamines with fluoromethyl-methylsilicon groups: X-ray study of [CH2F(CH3)SiO]4

Beckers, Helmut; Brauer, David J.; Bürger, H.; Gielen, Ralf; Moritz, Peter

doi:10.1016/0022-328x(95)05931-e

Cited by 6 publications

(5 citation statements)

References 11 publications

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“…Bu ¨rger et al obtained the corresponding tetrameric siloxane from the CH 2 Fcontaining dichlorosilanes as a crystalline material that gives crystals, suitable for the X-ray structure analysis. 113 An essentially planar Si 4 O 4 ring system with the SiOSi angles averaging 157.9(5)°was detected. Notably, NMR of the reaction mixture shows the random distribution of all possible stereoisomers.…”

Section: Reactions Of Halogenated (Perfluoroalkyl)silanesmentioning

confidence: 96%

“…In the case of the monochlorinated derivatives, the corresponding disiloxanes can be isolated. Bürger et al obtained the corresponding tetrameric siloxane from the CH 2 F-containing dichlorosilanes as a crystalline material that gives crystals, suitable for the X-ray structure analysis . An essentially planar Si 4 O 4 ring system with the SiOSi angles averaging 157.9(5)° was detected.…”

Section: 4 Reactions Of Halogenated (Perfluoroalkyl)silanesmentioning

confidence: 99%

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Perfluoroalkylation with Organosilicon Reagents

1997

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in the Chemistry Department at USC in the tenure track. He was promoted to full professorship in 1994. Currently, he holds the Olah Nobel Laureate Chair in Hydrocarbon Chemistry with research contributions and interests in new fluorination methods, new synthetic methods, mechanistic studies of organic reactions, electrochemistry, and superacid and hydrocarbon chemistry. He has published more than 300 papers, book chapters, and review articles; coauthored 4 books; and holds 3 patents. He has received many honors and recognition. He is currently an Advisory Editor of the International Journal of Porphyrins and Pthalocyanins.

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Section: Reactions Of Halogenated (Perfluoroalkyl)silanesmentioning

confidence: 96%

Section: 4 Reactions Of Halogenated (Perfluoroalkyl)silanesmentioning

confidence: 99%

Perfluoroalkylation with Organosilicon Reagents

1997

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“…Conventional methods for the synthesis of disilazanes are based on the condensation of ammonia with moisture‐sensitive chlorosilanes or bromosilanes . Last, but not least, the use of halosilanes causes the necessity to remove corrosive, volatile, and highly reactive byproducts (i.e., HCl and HBr).…”

Section: Introductionmentioning

confidence: 99%

Highly Efficient Synthesis of Boron‐ and Germanium‐Substituted Unsymmetrical Disilazanes

et al. 2017

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“…2 SiOSiMe 2 O] 2[42], [(C 4 H 8 )SiO] 4[43], and [(CH 3 ) 2 SiO] 4[40] tetramers, the siloxane ring of D 4 F is nearly planar (Figure2) seen in conformationally related tetramers, namely [CH 2 F(CH 3 )SiO] 4[44],[OCN(CH 3 )SiO] 4[45], [ t Bu 2 SiOSiMe 2 O] 2[46], [( t Bu)FSiO] 4[47], and [(C 6 H 5 ) 2 SiO] 4[43,48,49]. Two intersecting planes de ned by Si2 O2 Si1 O1 Si2' and Si2 O1' Si1' O2' Si2' form an angle of 8.3 deg, and the fourth Si atom not part of either plane de ned by the other three Si atoms is only displaced from the…”

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confidence: 99%

Characterization and Structure of Trans, Trans, Trans-1,3,5,7-Tetrakis(3ʹ,3ʹ,3ʹ-Trifluoropropyl)-1,3,5,7-Tetramethylcyclotetrasiloxane, and Structure of Trans-1,3,5-(3ʹ,3ʹ,3ʹ-Trifluoropropyl)-1,3,5-Trimethylcyclotrisiloxane

Leman,

Gibson,

Bonitatibus

2023

Silicon

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One of four possible stereoisomers of a methyl(tri uoropropyl)siloxane cyclic tetramer was isolated from low molecular weight volatiles, formed in a reaction mixture during ring-opening/equilibration polymerization of methyl(3,3,3-tri uoropropyl)cyclotrisiloxane (D 3 F ). The crystalline solid was recognized as resembling a previously isolated cyclic siloxane with undetermined stereochemistry, assigned as a cyclotetrasiloxane by IR spectroscopy, and then further characterized by multinuclear ( 1 H, 13 C, 19 F, and 29 Si) NMR spectroscopy as a relatively high symmetry species with respect to the potential cis-trans relationships of the methyl and 3,3,3-tri uoropropyl substituents at Si. Unambiguous characterization and assignment of the stereochemistry was accomplished by a single crystal X-ray diffraction study, which revealed the compound was the trans, trans, trans-isomer, one species in these equilibration polymerization mixtures. The single crystal X-ray structure of the related, commercially important trans-D 3 F cyclotrisiloxane has also been determined. The structures of the two cyclic uorinated siloxanes are discussed with respect to each other, and in the context of prototypical structures for these common Si 3 O 3 and Si 4 O 4 ring systems.

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Siloxanes and silylamines with fluoromethyl-methylsilicon groups: X-ray study of [CH2F(CH3)SiO]4

Cited by 6 publications

References 11 publications

Perfluoroalkylation with Organosilicon Reagents

Perfluoroalkylation with Organosilicon Reagents

Highly Efficient Synthesis of Boron‐ and Germanium‐Substituted Unsymmetrical Disilazanes

Characterization and Structure of Trans, Trans, Trans-1,3,5,7-Tetrakis(3ʹ,3ʹ,3ʹ-Trifluoropropyl)-1,3,5,7-Tetramethylcyclotetrasiloxane, and Structure of Trans-1,3,5-(3ʹ,3ʹ,3ʹ-Trifluoropropyl)-1,3,5-Trimethylcyclotrisiloxane

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