Regioselective Insertion of Carborynes into Ethereal C鈭扝 Bond: Facile Synthesis of 伪-Carboranylated Ethers

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• 作者：Sunewang R. Wang ; Zaozao Qiu ; Zuowei Xie
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：April 20, 2011
• 年：2011
• 卷：133
• 期：15
• 页码：5760-5763
• 全文大小：827K
• 年卷期：v.133,no.15(April 20, 2011)
• ISSN：1520-5126

文摘

Carborynes can exist in two resonance forms, bonding form vs biradical form. The biradical form can be readily generated via the elimination of LiI from 1-iodo-n-lithio-1,n-C₂B₁₀H₁₀ (n = 2, 7) under UV irradiation. They can undergo 伪-C鈭扝 bond insertion with aliphatic ethers, affording 伪-carboranylated ethers in excellent regioselectivity at room temperature. This serves as a new methodology for the generation of a series of functionalized carboranes bearing alkoxy units.