New organosilanes based on N-methylpyrrole - Synthesis, structure and characterization

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• 作者：Ronny Fritzsche ; Falko Seidel ; Tobias R眉ffer ; Roy Buschbeck ; Alex ; er Jakob ; Hans Freitag ; Dietrich R.T. Zahn ; Heinrich Lang ; Michael Mehring
• 关键词：Silane ; Organosilane ; N-Methylpyrrole ; Crystal structure ; DSC
• 刊名：Journal of Organometallic Chemistry
• 出版年：1 April, 2014
• 年：2014
• 卷：755
• 期：Complete
• 页码：86-92
• 全文大小：1116 K

文摘

The organosilanes trimethoxy(N-methylpyrrol-2-yl)silane (1), dimethoxybis(N-methylpyrrol-2-yl)silane (2), methoxytris(N-methylpyrrol-2-yl)silane (3), and tetrakis(N-methylpyrrol-2-yl)silane (7) were synthesized by lithiation of N-methylpyrrole with n-BuLi/TMEDA and subsequent reaction of the appropriate metalated species with Si(OMe)₄. N-Methylpyrrol-2-ylsilane (4), bis(N-methylpyrrol-2-yl)silane (5), and tris(N-methylpyrrol-2-yl)silane (6) were obtained by treatment of compound 1 with DIBAL-H (diisobutylaluminium hydride), and silanes 2 and 3 by reaction with LiAlH₄. Compounds 1-7 were characterized by ¹H, ¹³C, ²⁹Si NMR, ATR-IR and Raman spectroscopy, EI and ESI mass spectrometry, elemental analysis and single crystal X-ray diffraction analysis (2, 3, and 5-7). The silicon-hydrogen bond lengths are 1.360(2), 1.320(18)聽脜 (5) and 1.386(18)聽脜 (6). All compounds are thermally stable in the solid state and do not decompose prior to evaporation. The silanes are stable at ambient conditions for several days (1 and 4) or even months (2, 3 and 5-7).