“Naked” Lithium Cation: Strongly Activated Metal Cations Facilitated by Carborane Anions

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• 作者：Yu Kitazawa ; Ryo TakitaKengo Yoshida ; Atsuya Muranaka ; Seijiro Matsubara ; Masanobu Uchiyama
• 刊名：Journal of Organic Chemistry
• 出版年：2017
• 出版时间：February 17, 2017
• 年：2017
• 卷：82
• 期：4
• 页码：1931-1935
• 全文大小：353K
• ISSN：1520-6904

文摘

Experimental and spectroscopic studies revealed unprecedented reactivity of a “naked” lithium cation with very weakly coordinating anions, including carborane anions. The superactivated lithium cation has greatly enhanced Lewis acidic character and mediates various organic reactions such as carbonyl-ene reaction, NBS-bromination of unactivated aromatics, and Friedel–Crafts alkylation, which are not promoted by conventional lithium salts. Chemical robustness of the counteranion also plays an important role in the chemistry of the strongly activated lithium cation.