10519-87-6Relevant articles and documents
NMR STUDY (1H, 13C and 29Si) OF (CH3)4-xSi(CH=CH2)x COMPOUNDS WHERE x = 0, 1, 2, 3, 4
Delmulle, L.,Kelen, G. P. van der
, p. 309 - 314 (1980)
The 1H, 13C and 29Si NMR spectra of the various methylvinylsilanes have been analysed with the aid of a special simulation program.From considerations of the chemical shifts and of the coupling constants 2,3J1H-1H, 1J13C-1H, 1J29Si-13C and 2J29Si-C-1H it is shown that a mesomeric-M effect from the vinyl group to the Me-Si group is important, in very good agreement with previously published PES results .The mesomeric interaction in this series is ascribed to a hyperconjugation in accordance with theoretical considerations .
Sila-α-galbanone and analogues: Synthesis and olfactory characterization of silicon-containing derivatives of the galbanum odorant α-galbanone
D?rrich, Steffen,Ulmer, Anna,Mahler, Christoph,Burschka, Christian,Baus, Johannes A.,Tacke, Reinhold,Chai, An,Ding, Changming,Zou, Yue,Brunner, Gerhard,Goeke, Andreas,Kraft, Philip
, p. 4394 - 4407 (2014)
Silicon compounds 1b-3b are sila-analogues of the galbanum odorants α-galbanone (1a), α-spirogalbanone (2a), and nor-α-galbanone (3a), respectively. Sila-α-galbanone (1b), sila-α-spirogalbanone (2b), and sila-nor-α-galbanone (3b) were synthesized in multistep syntheses in isomerically pure form, starting from Me2SiCl2, (CH2=CH)2SiCl2, and Me2(CH2=CH)SiCl, respectively. Hydroformylation of vinylsilanes, followed by either ring-closing aldol condensation or ring-closing alkene metathesis, were the key steps in these syntheses. The C/Si pairs 1a/1b, 2a/2b, and 3a/3b were studied for their olfactory properties. All compounds possess green-fruity galbanum-type odors with pineapple aspects and thus are olfactorily related. However, sila-analogues 1b-3b were found to be weaker than the corresponding parent carbon compounds 1a-3a. This effect is most pronounced for the C/Si pair 2a/2b as indicated by the odor thresholds of 0.023 ng L-1 air (2a) and 3.8 ng L-1 air (2b). However, due to their higher molecular mass, the silicon compounds are less volatile and thus more substantive in functional applications. In contrast to the stable 5-silacyclohex-1-enes 1b and 2b, the 4-silacyclopent-1-ene 3b shows a limited chemical stability. For compound 3a an extremely low odor threshold of 0.0087 ng L-1 air was measured, and the silicon analogue 3b with an odor threshold of 0.085 ng L-1 air is the sila-odorant with the lowest odor threshold measured so far. Sila-α-galbanone, sila-α-spirogalbanone, and sila-nor-α-galbanone (sila-analogues of α-galbanone, α-spirogalbanone, and nor-α-galbanone) were synthesized starting from Me2SiCl2, (CH2=CH)2SiCl2, and Me2(CH2=CH)SiCl, respectively. These sila-analogues proved to be less volatile and thus more tenacious than the parent carbon compounds while also providing insight into structure-odor correlations.
[...] piperidine derivative and its preparation method and use thereof (by machine translation)
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Paragraph 0210; 0211-0213, (2018/08/28)
The present invention provides a novel structure sila piperidine derivative or a pharmaceutically acceptable salt or solvate thereof, wherein the structure general formula is represented by a formula (I). The present invention further provides a drug composition containing a pharmaceutically effective amount of the sila piperidine derivative or the pharmaceutically acceptable salt or solvate thereof, and a pharmaceutically acceptable excipient or additive. The present invention further discloses a synthesis method for the sila piperidine derivative, wherein dichloro-substituted silane is adopted as a starting raw material, and multi-step reactions are integrated and performed in one pot to obtain the high purity pharmaceutical intermediate for preparing the camptothecin sila derivative, wherein the synthesis route is short, the reaction environments, especially the temperature, the pressure and the like, are safe and controlled, and the characteristic of green environmental protection is provided. In addition, the preparation raw materials have the wide sources and are easy to obtain, the preparation method is simple and is easy to operate, the reaction conditions are mild, the synthesized product yield is high, and great industrial application values are provided.
REACTIONS OF (Me3Si)3CSiMe2R COMPOUNDS (R = CH=CH2, CH2CH=CH2, CCPh, Ph, AND CH2Ph) WITH ELECTROPHILES
Damja, Ramadan I.,Eaborn, Colin,Sham, Wing-Cheong
, p. 25 - 34 (2007/10/02)
No products of addition to the multiple bond are formed in reactions of TsiSiMe2R species (Tsi=(Me3Si)3C; R=CH=CH2, CH2CH=CH2, or (CCPh) with halogens or hydrogen halides.TsiSiMe2CH=CH2 gave (a) TsiSiMe2Cl on treatment with ICl in CCl4; (b) TsiSiMe2Br on treatment with Br2 in CCl4;.(c) TsiSiMe2I (slowly) on treatment with I2 in CCl4; and (d) TsiSiMe2OCOCF3 on treatment with neat CF3CO2H.TsiSiMe2CH2CH=CH2 gave: (a) TsiSiMe2Cl and TsiSiMe2I on treatment with ICl in CCl4; (b) TsiSiMe2Br on treatment with Br2 in CCl4; (c) TsiSiMe2I on treatment with I2 in CCl4; and (d) TsiSiMe2OCOCF3 rapidly on treatment with neat CF3CO2H.TsiSiMe2Ph gave TsiSiMe2Br on treatment with Br2 in CCl4 or CH3CO2H, and (b) TsiSiMe2Cl on treatment with HCl in Et2O.Reaction of TsiSiMe2Ph with nitric acid in (CH3CO)2O gave two mono-nitration products, probably the m- and p-isomers.Reaction of TsiSiMe2CH2Ph with Br2 gave exclusively TsiSiMe2Br, whereas reaction with nitric acid in (CH3CO)2O gave o- and p-nitro derivatives in 65/35 ratio.This last result casts serious doubt on previously proposed explanations of the predominance of ortho-nitration in the case of Me3SiCH2Ph.
