Pentacoordinate hydrochlorosilanes with lactamomethyl ligand

Pestunovich, V. A.; Kirpichenko, S. V.; Lazareva, N. F.; Albanov, A. I.; Воронков, М. Г.

doi:10.1016/j.jorganchem.2007.01.035

Cited by 20 publications

(8 citation statements)

References 31 publications

(55 reference statements)

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“…Our interest focused on the concise preparation of 1-(silylmethyl)triazole derivatives by using palladium-catalyzed arylation as the key step (Scheme 2). Methyl(chloromethyl)silane [28] was treated with Mechanistic considerations: In a preliminary communication, we proposed a possible mechanism for the process described herein, with initiation by oxidative addition of hydrosilane to Pd 0 to generate a H-Pd-SiR 3 Pd II intermediate. Oxidative addition of hydrosilane to a transition-metal complex has been reported previously.…”

Section: Sequential Arylation Of Group 14 Hydridesmentioning

confidence: 99%

Integrated Palladium‐Catalyzed Arylation of Heavier Group 14 Hydrides

Lesbani

Kondo

Yabusaki

et al. 2010

Chemistry A European J

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A convenient procedure has been developed for the preparation of Group 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Group 14 hydrides in the presence of a base. The reaction conditions can be applied to the cross-coupling of tertiary, secondary, and primary Group 14 compounds. In most cases, the desired arylated products were obtained in synthetically useful yields. Even in the case of aryl iodides containing OH, NH(2), CN, or CO(2)R groups, the reactions proceeded with good to high yields with tolerance of these reactive functional groups. A possible application of this method is the unique synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-ylmethyl)silane derivative.

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Section: Sequential Arylation Of Group 14 Hydridesmentioning

confidence: 99%

Integrated Palladium‐Catalyzed Arylation of Heavier Group 14 Hydrides

Lesbani

Kondo

Yabusaki

et al. 2010

Chemistry A European J

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“…The synthetic yields of the reactions were over 98% by 1 H‐NMR analysis. Compared to the usual reducing agent of LiAlH 4 , the LiH/LiBH 4 system has the advantages of low cost, high yield, as well as high selectivity (reduction of Cl‐C is not observed). Therefore, compared with our previous PMSCS and PMSCS A , the incorporation of ClCH 2 MeSiH 2 and Cl 2 CHMeSiH 2 in PMSCS B and C only increases a little cost for them.…”

Section: Resultsmentioning

confidence: 99%

“…Figure shows the 1 H‐NMR spectra of purified ClCH 2 MeSiH 2 and Cl 2 CHMeSiH 2 by distillation. The peaks of ClCH 2 MeSiH 2 were assigned to C H 3 Si (0.29 ppm), Si H 2  (3.95 ppm) and ClC H 2  (2.94 ppm), respectively . For Cl 2 CHMeSiH 2 , peaks centered at 0.42, 4.15, and 5.46 ppm were correspondingly assigned to C H 3 Si, Si H 2 , and Cl 2 C H …”

Section: Resultsmentioning

confidence: 99%

A new SiC precursor with high ceramic yield: Synthesis and characterization of CH_xMeSiH₂‐containing poly(methylsilane‐carbosilane)

Wang

Chen

et al. 2019

J of Applied Polymer Sci

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A new poly(methylsilane-carbosilane) (PMSCS) for silicon carbide precursor was prepared using Wurtz-type copolymerization of methyldichlorosilane (MeHSiCl 2 ), chloromethyldichloromethylsilane (ClCH 2 MeSiCl 2 ), and (dichloromethyl)methylsilane (Cl 2 CHMeSiH 2 ), with (chloromethyl)methylsilane (ClCH 2 MeSiH 2 ) or trimethylchlorosilane (Me 3 SiCl) as terminated reagent. The ceramic yield of PMSCS was markedly increased by introduction of Cl 2 CHMeSiH 2 comonomer and capped with ClCH 2 MeSiH 2 . The H 2 MeSiCH 2 -capped PMSCS with CHMeSiH 2 structure unit in main chain produced SiC ceramic with 1.21 of C/Si atomic ratio in a ceramic yield of 78 wt % upon pyrolyzed at 1000 C. The excellent pyrolytic properties, combining with its economical preparation, good storage stability in air, and favorable processabilty, make the CH x MeSiH 2 -containing PMSCS a new cost-effective SiC ceramic precursor.

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“…We may assume that the product of N-dimethylchlorosilylmethylation at the amide nitrogen atom, chlorosilane A (or/and its N'-TMS derivative using hexamethyldisilazane) is initially formed in these reactions and then undergoes thermal decomposition with the loss of HCl (respectively, Me 3 SiCl) during fractionation, leading to the desired silacyclane (S)-4. The IR spectrum of silacyclane (S)-4 features a stretching vibrational band for the NCO group at ~1640 cm -1 , while its 29 Si NMR spectrum shows a silicon chemical shift (~4 ppm) typical for the tetracoordinated silicon atom in a comparable environment [4,[24][25][26].…”

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confidence: 99%

“…Thus, recrystallization in the air led to the formation of silyloxonium chlorides [RSO 2 -Pro-N(Me)CH 2 SiMe 2 OH 2 ]Cl 5a-f. The general sequence of transformations presented below has been proposed for describing the formation of various compounds in the hydrolysis of pentacoordinated C,O-chelate chlorosilanes A' on the basis of the structures established for the intermediate and final hydrolysis products [25,28].…”

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confidence: 99%