In-situ Organomagnesium synthesis of allyl(alkoxy)silanes from allylchloride and Methylalkoxysilanes

IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR
Fedor D. Krylov , Valentin I. Gubarev , Sofia N. Ardabevskaia , Kseniya A. Bezlepkina , Maxim N. Temnikov , Sergey A. Milenin
{"title":"In-situ Organomagnesium synthesis of allyl(alkoxy)silanes from allylchloride and Methylalkoxysilanes","authors":"Fedor D. Krylov ,&nbsp;Valentin I. Gubarev ,&nbsp;Sofia N. Ardabevskaia ,&nbsp;Kseniya A. Bezlepkina ,&nbsp;Maxim N. Temnikov ,&nbsp;Sergey A. Milenin","doi":"10.1016/j.jorganchem.2025.123838","DOIUrl":null,"url":null,"abstract":"<div><div>Despite the widespread use of allylsilanes in organic synthesis, polymer and materials chemistry, the availability of key allyl-containing organosilicon precursors, such as allyl(alkoxy)dimethylsilane and 1,3-diallyl-1,1,3,3-tetramethyldisiloxane, remains limited due to complex and expensive synthesis methods. An effective method for obtaining these compounds through the organomagnesium synthesis reaction of dimethyldialkoxysilanes with allyl chloride in the presence of magnesium (Grignard reaction) is presented. The method is simple and allows obtaining target products in ten-gram or more quantities with good yields and high purity, eliminating the need to use expensive chlorosilanes or harsh conditions.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1040 ","pages":"Article 123838"},"PeriodicalIF":2.1000,"publicationDate":"2025-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022328X25003304","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0

Abstract

Despite the widespread use of allylsilanes in organic synthesis, polymer and materials chemistry, the availability of key allyl-containing organosilicon precursors, such as allyl(alkoxy)dimethylsilane and 1,3-diallyl-1,1,3,3-tetramethyldisiloxane, remains limited due to complex and expensive synthesis methods. An effective method for obtaining these compounds through the organomagnesium synthesis reaction of dimethyldialkoxysilanes with allyl chloride in the presence of magnesium (Grignard reaction) is presented. The method is simple and allows obtaining target products in ten-gram or more quantities with good yields and high purity, eliminating the need to use expensive chlorosilanes or harsh conditions.

Abstract Image

由氯丙烯和甲基烷氧基硅烷原位有机镁合成烯丙基硅烷
尽管烯丙基硅烷在有机合成、聚合物和材料化学中广泛使用,但由于合成方法复杂和昂贵,含有关键烯丙基的有机硅前体,如烯丙基(烷氧基)二甲基硅烷和1,3-二烯丙基-1,1,3,3-四甲基二硅氧烷的可用性仍然有限。提出了在镁存在下,二甲基二氧基硅烷与氯丙基有机镁合成反应(格氏反应),得到这些化合物的有效方法。该方法简单,可以获得10克或更多的目标产品,收率高,纯度高,无需使用昂贵的氯硅烷或苛刻的条件。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Journal of Organometallic Chemistry
Journal of Organometallic Chemistry 化学-无机化学与核化学
CiteScore
4.40
自引率
8.70%
发文量
221
审稿时长
36 days
期刊介绍: The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信