A Solid-State Intramolecular Wittig Reaction Enables Efficient Synthesis of Endofullerenes Including Ne@C 60 , 3 He@C 60 , and HD@C 60

A Solid-State Intramolecular Wittig Reaction Enables Efficient Synthesis of Endofullerenes Including Ne@C 60 , 3 He@C 60 , and HD@C 60
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固态分子内 Wittig 反应可有效合成内富勒烯,包括 Ne@C 60 、 3 He@C 60 和 HD@C 60

DOI:
10.1002/ange.202100817
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发表时间:
2021
期刊:
影响因子:
--
通讯作者:
Hoffman G
Hoffman G
中科院分区:
--
文献类型:
--
作者:
Hoffman G

文献摘要

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在孔的边缘上结合磷酰和羰基基团部分的开笼富勒烯可以用固态气体(H2,He,Ne)填充,然后通过升高温度原位收缩笼开口以完成分子内维蒂希反应,将原子或分子捕获在内部。 已知的转化完成了产物富勒烯向含有内包物种的C60的转化。除了提供大量4He@C60、H2@C60和D2@C60的改进合成之外,该方法还允许有效地掺入昂贵的气体如HD和3He,以制备HD@C60和3He@C60。该方法也使首次合成Ne@C60的分子手术,其表征晶体学和13 C NMR光谱。 
An open‐cage fullerene incorporating phosphorous ylid and carbonyl group moieties on the rim of the orifice can be filled with gases (H2, He, Ne) in the solid state, and the cage opening then contracted in situ by raising the temperature to complete an intramolecular Wittig reaction, trapping the atom or molecule inside. Known transformations complete conversion of the product fullerene to C60containing the endohedral species. As well as providing an improved synthesis of large quantities of4He@C60, H2@C60, and D2@C60, the method allows the efficient incorporation of expensive gases such as HD and3He, to prepare HD@C60and3He@C60. The method also enables the first synthesis of Ne@C60by molecular surgery, and its characterization by crystallography and13C NMR spectroscopy.