In-Adamantane, a Small Inside-Out Molecule

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• 作者：Karl K. Irikura
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：October 17, 2008
• 年：2008
• 卷：73
• 期：20
• 页码：7906-7908
• 全文大小：153K
• 年卷期：v.73,no.20(October 17, 2008)
• ISSN：1520-6904

文摘

The hydrocarbon in-adamantane (1), a high-energy adamantane isomer in which one methine hydrogen atom is inside the cage, is predicted by ab initio calculations to be isolable at dry ice temperature. It has 440 kJ/mol of hydrogenic strain but appears to be stable against dimerization, moisture, and air. The inverted CH bond is compressed, and the IR and NMR spectra are unusual. The symmetrical pentadecafluoro derivative (2) has an estimated half-life of 100 years at room temperature.