2212-08-0Relevant articles and documents
Synthesis of 2,2,5,5-Tetrasubstituted 1,4-Dioxa-2,5-disilacyclohexanes via Organotin(IV)-Catalyzed Transesterification of (Acetoxymethyl)alkoxysilanes
Erhardt, Sascha A.,Hoffmann, Florian,Daiss, Juergen O.,Stohrer, Juergen,Herdtweck, Eberhardt,Rieger, Bernhard
, p. 4818 - 4825 (2013/05/09)
(Acetoxymethyl)silanes 2, 7 a-c, and 10 a-c with at least one alkoxy group, of the general formula (AcOCH2)Si(OR)3-n(CH 3)n (R: Me, Et, iPr; n=0, 1, 2), were synthesized from the corresponding (chloromethyl)silanes 1, 6 a-c, and 9 a-c by treatment with potassium acetate under phase-transfer-catalysis conditions. These compounds were found to provide 2,2,5,5-organo-substituted 1,4-dioxa-2,5- disilacyclohexanes 3, 8 a-c, and 11 a-c if treated with organotin(IV) catalysts such as dioctyltin oxide. The reaction proceeds through transesterification of the acetoxy and alkoxy units followed by ring-closure to form a dimeric six-membered ring. The corresponding alkyl acetates are formed as the reaction by-products. With these mild conditions, the method overcomes the drawbacks of previously reported synthetic routes to furnish 2,2,5,5-tetramethyl-1,4-dioxa-2, 5-disilacyclohexane (3) and even allows the synthesis of 1,4-dioxa-2,5- disilacyclohexanes bearing hydrolytically labile alkoxy substituents at the silicon atom in good yields and high purity. These new materials were fully characterized by NMR spectroscopy, elemental analysis, mass spectrometry, and X-ray analysis (trans-8 a). Tin makes the ring! Easily accessible (acetoxymethyl)silanes with at least one alkoxy group give 2,2,5,5-organo- substituted 1,4-dioxa-2,5-disilacyclohexanes (see figure) in good yields and high purity when treated with organotin(IV) catalysts. The mild reaction conditions even allowed the synthesis of cyclic silanes with hydrolytically labile alkoxy substituents. Copyright
METHOD OF PRODUCING ORGANOSILICON COMPOUND
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Page/Page column 5, (2009/12/23)
A method of producing an organosilicon compound includes substituting at least an OR1 group of a compound shown by the following general formula (1) to obtain a compound shown by the following general formula (2), [in-line-formulae]Si(OR1)3-mY1m—R2—Si(OR3)3-nY2n??(1)[/in-line-formulae] [in-line-formulae]Si(OR4)3-mY1m—R2—Si(OR4)3-nY2n??(2).[/in-line-formulae]