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• W2092147524 abstract "The selective synthesis of eight-membered silicon-oxygen rings of the general formula (R2Si)2(R′2Si)2O4 can be achieved using the auxiliary reagent hexabutyldistannoxane. In a first step, the cycles [CH2–N(R)]2SiCl2 [R = tBu (1), Ph (2)] are reacted with the double molar amount of hexabutyldistannoxane to form [CH2–N(R)]2Si(OSnBu3)2 3 (R = tBu) and 4 (R = Ph). The syntheses are carried out without any solvent. The distannoxosilanes 3 and 4 are transformed to the eight-membered siloxane rings (R2Si)2(R′2Si)2O4 {R2 = [CH2–N(tBu)]2, R′ = Cl (5a), R2 = [CH2–N(tBu)]2, R′ = Br (5b), R2 = [CH2–N(Ph)]2, R′ = Me (6)} using either SiCl4, SiBr4 or Cl2SiMe2 as reactants at ambient temperature. The selective cleavage of the silicon–nitrogen bonds in 6 by addition of a solution of HCl in tetrahydrofuran leads to the chloro- and methyl-substituted cyclotetrasiloxane (Me2Si)2(Cl2Si)2O4 (7). The new cyclotetrasiloxanes 5–7 have been characterised by spectroscopic methods as well as by single crystal X-ray analyses, revealing Si4O4 eight-membered cycles with different substituents on the silicon atoms. Depending on the substitution pattern at silicon atoms, varying Si–O bonds and angle are found. To cite this article: M. Veith et al., C. R. Chimie 6 (2003) 000–000. Des cycles à huit chaînons Si4O4, de formule générale (R2Si)2(R′2Si)2O4, sont obtenus par un processus qui utilise comme réactif l’hexabutyldistannoxane. Dans une première étape, les cycles [CH2–N(R)]2SiCl2[R = tBu (1), Ph (2)] sont transformés en [CH2–N(R)]2Si(OSnBu3)2 3 (R = tBu) et 4 (R = Ph). Les synthèses ont lieu en l’absence de solvant. Les distannoxosilanes 3 et 4 servent de produits de départ pour les cycles (R2Si)2(R′2Si)2O4 {R2 = [CH2–N(tBu)]2, R′ = Cl (5a), R2 = [CH2–N(tBu)]2, R′ = Br (5b), R2 = [CH2–N(Ph)]2, R′ = Me (6)} en les faisant réagir avec SiCl4, SiBr4 ou Cl2SiMe2, à température ambiante. L’ouverture de la liaison Si–N dans le composé 6 se fait par réaction avec une solution de HCl dans le tétrahydrofurane ; le produit obtenu est le cyclotétrasiloxane (Me2Si)2(Cl2Si)2O4 (7), un composé qui contient des atomes de silicium substitués par différents groupes. Les nouveaux cyclotétrasiloxanes 5–7 sont caractérisés par spectrométrie et les structures sont déterminées par diffraction des rayons X. Ils présentent tous des cycles Si4O4 à huit chaînons, avec différents substituants sur les atomes de silicium. Les structures des cycles varient fortement selon les substituants. Pour citer cet article : M. Veith et al., C. R. Chimie 6 (2003) 000–000." @default.
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• W2092147524 date "2003-01-01" @default.
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• W2092147524 title "Selective synthesis of eight-membered siloxane rings with different substituents on the silicon atoms" @default.
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• W2092147524 doi "https://doi.org/10.1016/s1631-0748(03)00018-3" @default.
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