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首页> 外文期刊>Chemistry: A European journal >Aluminium(III) trifluoromethanesulfonate as an efficient catalyst for the intramolecular hydroalkoxylation of unactivated olefins: Experimental and theoretical approaches
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Aluminium(III) trifluoromethanesulfonate as an efficient catalyst for the intramolecular hydroalkoxylation of unactivated olefins: Experimental and theoretical approaches

机译：三氟甲磺酸铝（III）作为未活化烯烃分子内加氢烷氧基化的有效催化剂：实验和理论方法

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摘要

The Al(OTf)(3)-catalyzed cycloisomerization of unactivated unsaturated alcohols was studied from experimental and theoretical points of view. A series of cyclic ethers was obtained in excellent yields and regioselectivities. This catalyst system provides one of the most straightforward routes to cyclic ethers with Markovnikov-type regioselectivity under mild conditions. Theoretical and NMR studies were carried out in order to better determine the mechanism of this reaction. The NMR studies were in agreement with preferential complexation of Al(OTf)(3) to the oxygen atom of the unsaturated alcohol, but did not exclude complexation to the double bond of the alcohol. Theoretical calculations indicated strong acidification of the hydroxyl proton when Al(OTf)(3) was complexed to the alcohol oxygen atom. A plausible catalytic cycle for the AI(OTf)(3)-catalyzed intramolecular hydroalkoxylation of unactivated olefins is proposed.
机译：从实验和理论的角度研究了Al（OTf）（3）催化的未活化不饱和醇的环异构化。以优异的产率和区域选择性获得了一系列环醚。该催化剂体系提供了在温和条件下具有马尔可夫尼科夫型区域选择性的最简单的环状醚途径。为了更好地确定该反应的机理，进行了理论和NMR研究。 NMR研究与Al（OTf）（3）与不饱和醇的氧原子的优先配位相一致，但不排除与醇的双键的配位。理论计算表明，当Al（OTf）（3）与醇氧原子络合时，羟基质子强酸化。提出了AI（OTf）（3）催化未活化烯烃的分子内氢烷氧基化的合理催化循环。

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