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Investigation of Iodonium Trifluoroborate Zwitterions as Bifunctional Arene Reagents
Organic Letters ( IF 4.9 ) Pub Date : 2017-11-16 00:00:00 , DOI: 10.1021/acs.orglett.7b03307
Raphaël Robidas 1 , Vincent Guérin 1 , Laurent Provençal 1 , Marco Echeverria 1 , Claude Y. Legault 1
Affiliation  

The synthesis of a new family of iodonium zwitterions, in which the formal anion is a trifluoroborate moiety, is reported. These reagents present very good stability and have high resistance toward benzyne formation. Their structures were confirmed by X-ray crystallographic analysis and were further investigated using DFT calculations. QTAIM analysis supports an ionic, noncovalent, I+···BF3 interaction, in accordance with a true zwitterionic nature. Preliminary results of synthetic applications, the arylation of phenolates and trifluoroborate group functionalization, are reported.

中文翻译:

三氟硼酸碘鎓两性离子作为双功能芳烃试剂的研究

据报道,合成了一个新的碘鎓两性离子家族,其中形式阴离子为三氟硼酸酯部分。这些试剂具有非常好的稳定性,并且对苯并炔的形成具有很高的抵抗力。X射线晶体学分析证实了它们的结构,并使用DFT计算对其进行了进一步研究。QTAIM分析支持的离子,共价的,我+ ... BF 3 -相互作用,按照本发明的真实性质两性离子。报告了合成应用的初步结果,酚盐的芳基化和三氟硼酸酯基团的官能化。
更新日期:2017-11-16
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