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Silanetriols as Powerful Starting Materials for Selective Condensation to Bulky POSS Cages.


ABSTRACT: Controlled condensation reactions of tertiary silanetriols CH3(CH2) n (CH3)2CSi(OH)3 (1b-f; n = 1-5) in the presence of trifluoroacetic acid and the hydrolysis of CH3(CH2)6(CH3)2CSiCl3 (3) lead to the selective formation of the corresponding disiloxane tetrols [CH3(CH2) n (CH3)2CSi(OH)2]2O (2b-g; n = 1-6) in good yields. The TBAF-driven condensation reactions of the silanetriols CH3(CH2) n (CH3)2CSi(OH)3 (1a-c; n = 0-2) as well as of the disiloxane-1,1,3,3-tetrol 2d (n = 3) yield in the selective formation of the first T8 cages bearing tertiary carbon substituents, CH3(CH2) n (CH3)2C (4a-d; n = 0-3), which was not possible via the condensation of their alkoxysilane counterparts so far. The resulting compounds 2b-g and 4a-d have been characterized by multinuclear NMR, MS, and single-crystal X-ray diffraction.

SUBMITTER: Hurkes N 

PROVIDER: S-EPMC4276717 | biostudies-literature | 2014 Dec

REPOSITORIES: biostudies-literature

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Silanetriols as Powerful Starting Materials for Selective Condensation to Bulky POSS Cages.

Hurkes Natascha N   Bruhn Clemens C   Belaj Ferdinand F   Pietschnig Rudolf R  

Organometallics 20141203 24


Controlled condensation reactions of tertiary silanetriols CH<sub>3</sub>(CH<sub>2</sub>) <sub><i>n</i></sub> (CH<sub>3</sub>)<sub>2</sub>CSi(OH)<sub>3</sub> (<b>1b</b>-<b>f</b>; <i>n</i> = 1-5) in the presence of trifluoroacetic acid and the hydrolysis of CH<sub>3</sub>(CH<sub>2</sub>)<sub>6</sub>(CH<sub>3</sub>)<sub>2</sub>CSiCl<sub>3</sub> (<b>3</b>) lead to the selective formation of the corresponding disiloxane tetrols [CH<sub>3</sub>(CH<sub>2</sub>) <sub><i>n</i></sub> (CH<sub>3</sub>)<sub  ...[more]

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