一种持久性三异丙基硅乙炔基取代的三（9-蒽基）甲基自由基的合成、性质及化学修饰
Synthesis, properties and chemical modification of a persistent triisopropylsilylethynyl substituted tri(9-anthryl)methyl radical.
作者信息
Nishiuchi Tomohiko, Ishii Daisuke, Aibara Seito, Sato Hiroyasu, Kubo Takashi
机构信息
Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan.
Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives, (ICS-OTRI), Osaka University, Suita, Osaka 565-0871, Japan.
出版信息
Chem Commun (Camb). 2022 Mar 8;58(20):3306-3309. doi: 10.1039/d2cc00548d.
In studies aimed at developing new organic spin materials, we prepared a triisopropylsilylethynyl substituted tri(9-anthryl)methyl (TAntM) radical. The TIPS-ethynyl group in this radical effectively suppresses its reactivity, resulting in extremely high stability in air for at least one month. Chemical modification of the radical using [4+2] Diels-Alder reaction proceeds even at room temperature. Because harsh conditions and metal-catalyzed reactions are not required, this post-modification strategy should be highly versatile for use in constructing unique spin-labelled molecules.
在旨在开发新型有机自旋材料的研究中，我们制备了一种三异丙基甲硅烷基乙炔基取代的三（9-蒽基）甲基（TAntM）自由基。该自由基中的三异丙基甲硅烷基乙炔基有效地抑制了其反应活性，使其在空气中具有至少一个月的极高稳定性。即使在室温下，使用[4+2]狄尔斯-阿尔德反应对该自由基进行化学修饰也能进行。由于不需要苛刻的条件和金属催化反应，这种后修饰策略在构建独特的自旋标记分子方面应该具有高度的通用性。
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