106710-91-2

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• 69322-38-9 tri-t-butylsilyl azide 
• 117984-10-8 Brom(bromdiphenylsilyl)bis(trimethylsilyl)methan 
• 80431-36-3 2,2-Dimethyl-4,4-diphenyl-1,3,3-tris(trimethylsilyl)-1-aza-2-silacyclobutan 

Downstream Products

• 2943-62-6 1-chloro-1,1,3,3,3-pentamethyldisiloxane 
• 69322-38-9 tri-t-butylsilyl azide 
• 114674-99-6 2,2,4,4-tetramethy-1-tri-t-butylsilyl-3-oxa-1-aza-2,4-disilacyclobutan 
• 18156-38-2 methoxypentamethyldisiloxane 
• 80907-11-5 1,1,1-triethyl-3,3-dimethyldisiloxane 
• 108235-51-4 (tri-tert-butylsilyl)amin 

Relevant academic research and scientific papers

Reactivity of the Silaethene Ph2Si=C(SiMe3)2

Silaethene Ph2Si=C(SiMe3)2 (3), generated as a reaction intermediate by the thermal elimination of LiX from Ph2SiX-CLi(SiMe3)2 (X = Br, F) or by the thermal cycloreversion of the cycloadduct of 3 and Ph2C=NSiMe3, forms adducts 3*donor, the stability of which increases in the order of donor = Et2O according to an ene reaction, with a=b (e.g.CH2=CHOMe; Ph2C=NSiMe3) or a=b=c (e.g. (t-Bu)2RSiN3, R = Me, t-Bu) or a=b-c=d with or or cycloaddition.The following order of relative reactivity of trapping reagents for Ph2Si=C(SiMe3)2 was found: Ph2CO > (t-Bu)2MeSiN3 > butadiene > 2,3-dimethylbutadiene > Ph2CNSiMe3 > (t-Bu)3SiN3 > anthracene.Summing up, it may be said that going from Me2Si=C(SiMe3)2 to Ph2Si=C(SiMe3)2 there is only a gradual but not principal change of silaethene reactivity.This change is due to increasing polarity and overcrowding of the double bond, that is increasing Lewis acidity and steric hindrance of the unsaturated silicon atom.Certainly, the former silaethene stabilizes thermally by dimerization, the latter by isomerization. - Keywords: Adduct formations, insertions, ene reactions, -, -, -cycloadditions of Ph2Si=C(SiMe3)2 ; Reactivity order of traps ; Reactivity of Me2Si=C(SiMe3)2 and Ph2Si=C(SiMe3)2

Reactivity of the Labile Silaethene Me2Si=C(SiMe3)2, Stored as Ph2C=NSiMe3 Adducts

Silaethene Me2Si=C(SiMe3)2 (1), stored as Ph2C=NSiMe3 adducts and regenerated from the adducts at about 100 deg C as a reaction intermediate, combines with reactants a-b (e.g.HO-H, RO-H, RCOO-H, RS-H, RHN-H, Ph2CN-H, RO-SiR3, R2N-SiR3, Ph2CN-SiR3, Cl-GeR3, Cl-SnR3) with insertion into the a-b bond, with a=b (e.g.O=CPh2, Me3SiN=CPh2, CH2=CHOMe, cis-piperylene), a=b=c (e.g.RN=N=N, O=N=N), a=b-c=d (e.g. butadiene, isoprene, trans-piperylene, 2,3-dimethylbutadiene, cyclopentadiene, anthracene, benzophenone, N-trimethylsilylbenzophenoneimine) under -, - as well as -c ycloaddition and with a=b-c-H (e.g. propene, butenes, isoprene, 2,3-dimethylbutadiene, acetone) under ene reaction.According to relative reaction rates, insertion and -cycloadditions seem to proceed in two reaction steps, whereas -cycloadditions and ene reactions with organic dienes and enes obviously are one step reactions.For reactivities cf.Table I. - Key words: Silaethene Me2Si=C(SiMe3)2, Insertions, Cycloadditions, Relative Reactivities

Storage of Silan- and Germanimines Me2E=NR (E = Si, Ge) by Way of Sila- or Germadihydrotetrazoles

Silan- and germanimines Me2E=NR (1, 2) ntBu3-n, SiPh3, EMe2N(SiMe3)2> react with azidoalkanes or -silanes R'N3 ntBu3-n, SiPh3, SiMe2N(SiMe3)2> by cycloaddition to form sila- or germatetrazoles 5, 6 (in addition, insertion products of Me2E=NR in the R'N bond of the azides and others are formed in some cases).The sila- or germadihydrotetrazoles decompose at raised temperatures in a first-order reaction, reversing their formation by cycloreversion into azides R'N3 or RN3 and imines Me2E=NR or Me2E=NR' (rate constants: Table 1).Consequently, azides operate as stores for silan- and germanimines.The unsaturated systems are formed only as short-lived intermediates.Their stabilization, as a rule, takes place by dimerization and/or insertion of the imines into the RN or R'N bond of the azides, formed as well by thermolysis of dihydrotetrazoles.