A simple synthesis of octaphenylcyclotetra(siloxane)

Luo, Mingbiao; Yan, Bing

doi:10.1016/j.tetlet.2009.06.130

Cited by 10 publications

(6 citation statements)

References 6 publications

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“…The 1 H NMR spectrum of the combined solids showed the presence of a 27:51:20:2 mixture of 8 , DMAP, (Ph 2 SiO) 3 , and (Ph 2 SiO) 4 along with unidentified products. (Ph 2 SiO) 3 and (Ph 2 SiO) 4 were identified by comparison of the NMR and MS spectral data with those of authentic samples prepared according to literature methods . In the NMR tube reaction of 5 (6 mg, 8 μmol) with DMAP (1 mg, 8 μmol) in benzene- d 6 (0.5 mL), 8 , (Ph 2 SiO) 3 , and (Ph 2 SiO) 4 were formed in 94%, 29%, and 12% yields, respectively, after 21 h at 50 °C.…”

Section: Methodsmentioning

confidence: 99%

Conversion of an Acetylide−Silylene Complex to an Alkenylcarbyne Complex by Consecutive Ketone Addition and Base-Induced Silanone Elimination

et al. 2010

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A new acetylide-silylene complex, Cp*(CO) 2 W(SiPh 2 )(CCSiMe 3 ) (4), was synthesized by the reaction of Cp*(CO) 2 W(NCMe)Me with Ph 2 HSiCtCSiMe 3 . Complex 4 reacted with acetone to give the sixmembered cyclic vinylidene complex Cp*(CO) 2SiPh 2 (5) by acetone insertion into the acetylide-silylene framework. Treatment of 5 with 4-(dimethylamino)pyridine resulted in the formation of the alkenylcarbyne complex Cp*(CO) 2 WtCC(dCMe 2 )SiMe 3 (8) and cyclic diphenylsiloxanes.

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Section: Methodsmentioning

confidence: 99%

Conversion of an Acetylide−Silylene Complex to an Alkenylcarbyne Complex by Consecutive Ketone Addition and Base-Induced Silanone Elimination

et al. 2010

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“…Our crystal structure is illustrated in Figure 2, which is in complete agreement with that previously reported. 5,6 …”

Section: Resultsmentioning

confidence: 99%

“…The general reaction is depicted in Scheme 1, with the best-reported reaction conditions included. 6 …”

Section: Introductionmentioning

confidence: 99%

NHC-catalyzed dehydrogenative self-coupling of diphenylsilane: a facile synthesis of octaphenylcyclotetra(siloxane)

Albright

Gawley

2011

Tetrahedron Letters

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A unique application of the CuIPr N-heterocyclic carbene (NHC) to the dehydrogenative self-coupling of diphenylsilane has been discovered. This transformation is carried out open to air at room temperature, yielding octaphenylcyclotetra(siloxane) quantitatively in one hour. This preparation constitutes a significant improvement over existing methods for the preparation of this compound and demonstrates a novel mode of reactivity for CuIPr. The diphenylsilanone tetramer is the precursor to a number of industrially significant polymers.

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“…Dicyclohexylmethylmethane‐4, 4′‐diisocyanate (HMDI) was kindly offered free by Wanhua Chemical Group. Dihydroxydiphenylsilane and 3‐( N ‐cyclohexylamino)propyltrimethoxysilane were prepared following literature methods. Tetrahydrofuran (THF) and toluene were dried over sodium metal and distilled before use.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of phenyl polysiloxane modified polyurea/polyurethanes

Xie

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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A series of phenyl polysiloxane-modified polyurea/ polyurethanes (SPUs) with different silicone loadings (10,20,30, and 40 wt %) have been designed and synthesized. The structures of SPUs were confirmed by 1 H NMR, 13C NMR, and FT-IR. The impact of phenyl polysiloxane content on the properties of SPUs was fully studied. The residual methoxy groups on silicon could help SPUs form interpenetrating networks accompanying with the residual isocyanate under moisture, which was different with the conventional moisturecrosslinking polyurethane system. The properties of SPUs films have been fully researched by attenuated total reflection flourier transformed infrared spectroscopy, thermal analysis, tensile tests, water contact angle, X-ray photoelectron spectroscopy, SEM, and AFM. Results indicated that the introduction of phenyl polysiloxane improved the thermal stability and remarkably increased the water contact angles accompanying with a comparable mechanical strength to the pure polyurethane. Meanwhile, it also brought out the decreased microphase separation and water absorption. The obvious surface migration has been observed in the SPUs, which changed their surface properties. Some voids were observed in all moisture curing SPUs system, but the phenyl silicone content impacted on the numbers and sizes of the voids. The phenyl groups introduced and carbon dioxide produced in the crosslinking procedure helped to form and stabilize the voids in the SPUs.

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A simple synthesis of octaphenylcyclotetra(siloxane)

Cited by 10 publications

References 6 publications

Conversion of an Acetylide−Silylene Complex to an Alkenylcarbyne Complex by Consecutive Ketone Addition and Base-Induced Silanone Elimination

Conversion of an Acetylide−Silylene Complex to an Alkenylcarbyne Complex by Consecutive Ketone Addition and Base-Induced Silanone Elimination

NHC-catalyzed dehydrogenative self-coupling of diphenylsilane: a facile synthesis of octaphenylcyclotetra(siloxane)

Synthesis and characterization of phenyl polysiloxane modified polyurea/polyurethanes

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