Is the Perfluorinated Trityl Cation Worth a Revisit? A Theoretical Study on the Lewis Acidities and Stabilities of Highly Halogenated Trityl Derivatives

Is the Perfluorinated Trityl Cation Worth a Revisit? A Theoretical Study on the Lewis Acidities and Stabilities of Highly Halogenated Trityl Derivatives
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DOI:
10.1002/ejoc.201402263
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发表时间:
2014-06-01
影响因子:
2.8
通讯作者:
Dutton, Jason L.
Dutton, Jason L.
中科院分区:
化学3区
文献类型:
--
作者:
Couchman, Shannon A.;Wilson, David J. D.;Dutton, Jason L.

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一系列已知的、未知的和观察到的但不稳定的三苯甲基阳离子卤化衍生物的相对路易斯酸度已在计算研究中进行了探讨。根据氢化物、氟化物和甲基化物的亲和力研究了路易斯酸性。结果表明,全卤代三苯甲基阳离子 [C(C6F5)3]+ 是理想的合成靶标,特别是在弱配位阴离子的现代。我们的结果还表明,稳定的 [C(C6Cl5)3]+ 阳离子可能是一种同样有趣的路易斯酸。
The relative Lewis acidities of a series of known, unknown and observed but unstable halogenated derivatives of the trityl cation have been probed in a computational study. The Lewis acidity was investigated from hydride, fluoride and methide affinities. The results indicate that the perhalogenated trityl cation [C(C6F5)3]+ is a desirable synthetic target, especially in the modern age of weakly coordinating anions. Our results also indicate that the stable [C(C6Cl5)3]+ cation may be an equally interesting Lewis acid.