A Fairly Stable Crystalline Silanone. Issue 35 (24th July 2017)

• Record Type: Journal Article
• Authors: Alvarado‐Beltran, Isabel; Rosas‐Sánchez, Alfredo; Baceiredo, Antoine; Saffon‐Merceron, Nathalie; Branchadell, Vicenç; Kato, Tsuyoshi
• Is Part Of: Angewandte Chemie international edition. Volume 56:Issue 35(2017)
• Page Start: 10481
• Page End: 10485
• Publication Date: 2017-07-24
• Subjects: reactive intermediates -- silanone -- silicon -- silylene -- ylides; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201705644
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Silanones2 substituted by bulky amino‐ and phosphonium ylide substituents have been synthesized and isolated in crystalline form. Thanks to the steric protection and the strong electron‐donating ability of the substituents, silanones2 are persistent and only slowly dimerizes at room temperature ( t 1/2 =0.5 or 5 h). Structural and theoretical analysis of2 indicate a short Si=O bond (1.533 Å) and an enhanced polarization toward the O atom compared to Me2 Si=O owing to the strong π‐electron donation from the phosphonium ylide substituent. Abstract : Stabilizers for silanones : Silanones substituted by bulky amino and (phosphonium)ylide substituents have been synthesized and isolated in crystalline form. Thanks to the steric protection and the strong electron‐donating ability of the substituents, these silanones are persistent and only slowly dimerize at room temperature ( t 1/2 =0.5 or 5 h).