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新型Janus三环梯形倍半硅氧烷:合成、表征及反应活性

New Janus Tricyclic Laddersiloxanes: Synthesis, Characterization, and Reactivity.

作者信息

Liu Yujia, Tokuda Midori, Takeda Nobuhiro, Ouali Armelle, Unno Masafumi

机构信息

Department of Chemistry and Chemical Biology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, Japan.

ICGM, Univ. Montpellier, CNRS, ENSCM, 1919 Route de Mende, 34293 Montpellier, CEDEX 05, France.

出版信息

Molecules. 2023 Jul 27;28(15):5699. doi: 10.3390/molecules28155699.

DOI:10.3390/molecules28155699
PMID:37570669
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10420224/
Abstract

The synthesis of four novel -type tricyclic laddersiloxanes bearing eight or six alkenyl groups is presented. These compounds possess reactive alkenyl groups on both the bridged and side silicon atoms, and their structures were determined through characterization using multinuclear 1D and 2D NMR spectroscopy, mass spectrometry, and elemental analysis techniques. To investigate their reactivity, the compounds were subjected to hydrosilylation using two different silanes, and the resulting fully hydrosilylated compounds were thoroughly analyzed. Remarkably, all the synthesized laddersiloxanes displayed high thermal stability, suggesting their potential as promising precursors for the development of new hybrid materials. Additionally, preliminary findings indicate the possibility of exploiting the reactivity difference between the alkenyl groups attached to the D- and T-unit silicon atoms for the synthesis of Janus molecules. These findings highlight the potential of the reported compounds as valuable building blocks in the construction of innovative materials.

摘要

本文介绍了四种新型的带有八个或六个烯基的三环梯形硅氧烷的合成。这些化合物在桥连和侧链硅原子上均具有反应性烯基,其结构通过使用多核一维和二维核磁共振光谱、质谱和元素分析技术进行表征来确定。为了研究它们的反应性,使用两种不同的硅烷对这些化合物进行硅氢加成反应,并对所得的完全硅氢加成的化合物进行了全面分析。值得注意的是,所有合成的梯形硅氧烷都表现出高的热稳定性,这表明它们作为开发新型杂化材料的有前途的前体的潜力。此外,初步研究结果表明,利用连接在D单元和T单元硅原子上的烯基之间的反应性差异来合成Janus分子是有可能的。这些发现突出了所报道的化合物作为构建创新材料的有价值的构建单元的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/ec0cfc8fb73e/molecules-28-05699-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/011fd0f8504d/molecules-28-05699-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/2bbb8ded9c22/molecules-28-05699-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/1a95f3c81a35/molecules-28-05699-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/fda6ab5d2823/molecules-28-05699-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/c1ec89506d49/molecules-28-05699-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/4011a782a29a/molecules-28-05699-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/78f2d5fa8381/molecules-28-05699-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/deb987b7d855/molecules-28-05699-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/37a2fad9507d/molecules-28-05699-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/2182b1eea0c5/molecules-28-05699-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/ec0cfc8fb73e/molecules-28-05699-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/011fd0f8504d/molecules-28-05699-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/2bbb8ded9c22/molecules-28-05699-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/1a95f3c81a35/molecules-28-05699-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/fda6ab5d2823/molecules-28-05699-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/c1ec89506d49/molecules-28-05699-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/4011a782a29a/molecules-28-05699-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/78f2d5fa8381/molecules-28-05699-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/deb987b7d855/molecules-28-05699-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/37a2fad9507d/molecules-28-05699-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/2182b1eea0c5/molecules-28-05699-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25bc/10420224/ec0cfc8fb73e/molecules-28-05699-g007.jpg

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Synthesis and characterization of tetrathiol-substituted double-decker or ladder silsesquioxane nano-cores.四硫醇取代的双层或梯形倍半硅氧烷纳米核的合成与表征
Dalton Trans. 2021 Mar 16;50(10):3473-3478. doi: 10.1039/d1dt00042j.
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Conjugated Copolymers That Shouldn't Be.本不该存在的共轭共聚物
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