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Synthesis of functional derivatives of stereoregular organocyclosilsesquioxanes by thiol-ene addition
Journal of Organometallic Chemistry ( IF 2.3 ) Pub Date : 2021-09-07 , DOI: 10.1016/j.jorganchem.2021.122072
Yulia Vysochinskaya 1 , Anton Anisimov 1 , Fedor Krylov 1 , Mikhail Buzin 1 , Alexander Buzin 2 , Alexander Peregudov 1 , Olga Shchegolikhina 1 , Aziz Muzafarov 1, 2
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The paper presents a facile and convenient thiol-ene addition method for the modification of cis-tetravinylcyclotetrasiloxanes containing trimethylsiloxy or dimethyl(vinyl)siloxy units at the silicon atoms. As a result, amphiphilic derivatives with hydrophobic trimethylsilyl groups on one side of the cyclosiloxane ring and with polar hydrophilic groups on the other side were obtained, along with a totally hydrophilic eight-functional derivative and a fully hydrophobic one. All the compounds were obtained in almost quantitative yields and were fully characterized by 1H, 13C, 29Si NMR, IR spectroscopy, and HRMS ESI. The thermal properties of the organocyclosilsesquioxanes obtained and their behavior at the water/air interface were studied.



中文翻译:

硫醇-烯加成合成有规立构有机环倍半硅氧烷功能衍生物

该论文提出了一种简便的硫醇-烯加成方法,用于改性在硅原子上含有三甲基甲硅烷氧基或二甲基(乙烯基)甲硅烷氧基单元的顺式四乙烯基环四硅氧烷。结果,获得了在环硅氧烷环一侧具有疏水性三甲基甲硅烷基基团而在另一侧具有极性亲水基团的两亲性衍生物,以及完全亲水性的八官能衍生物和完全疏水性的衍生物。所有化合物均以几乎定量的产率获得,并通过1 H、13 C、29 Si NMR、IR 光谱和 HRMS ESI进行了全面表征。研究了获得的有机环倍半硅氧烷的热性能及其在水/空气界面的行为。

更新日期:2021-09-13
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