曾思源,马小莉.化学通报,2024,87(8):949-956.
有机铝催化的羰基硼氢化反应的进展
Recent Progress in the Hydroboration of Carbonyl Catalyzed by Organoaluminum
投稿时间:2024-01-29  修订日期:2024-04-22
DOI:
中文关键词:  羰基化合物  有机铝  硼氢化反应  催化机理
英文关键词:carbonyl compound  organoaluminum  hydroboration  catalytic mechanism
基金项目:国家自然科学基金项目(21872005)资助
作者单位E-mail
曾思源 北京理工大学化学与化工学院 zsyyybhm@163.com 
马小莉* 北京理工大学化学与化工学院 maxiaoli@bit.edu.cn 
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中文摘要:
      硼氢化反应制备的有机硼酸酯是重要的合成中间体,可用于多种官能团的引入和实现碳碳键的偶联,从而制备更多类型的化合物。目前硼氢化反应的催化剂主要是过渡金属配合物,而储量丰富、廉价易得、环境友好的铝元素有机化合物也能够实现类似的催化效果。有机铝由于其具有较强的Lewis酸性,能够增强邻近基团的电子云密度,促进催化剂分子与羰基的加成,推动反应进行。通过相关实验表明,有机铝催化效果优良,能够高产率地实现目标产物的合成,反应选择性高,催化条件稳定温和,具有较强理论新颖性和实用价值。本文总结了多类有机铝催化剂针对不同类型羰基化合物的催化反应,并详细解析了不同类型羰基化合物硼氢化反应的催化机理。最后本文展望了有机铝催化硼氢化反应的发展趋势。
英文摘要:
      Organoborate esters prepared by hydroboration are important synthetic intermediates, which can be further used for the introduction of various functional groups or the coupling of carbon-carbon bonds to prepare a wider variety of compounds. Currently, the catalysts for hyodroboration are mainly those transition metal complexes, however, the abundant, cheap, easily available and environmentally friendly organoaluminum is also capable of achieving similar catalytic effects by its organic compounds. Due to its strong Lewis acidity, organoaluminum is able to enhance the electron cloud density of nearby groups, which promotes the bonding of the catalyst with the carbonyl group and facilitates the reaction. The relevant experiments showed that the catalytic effect of organoaluminum is excellent, which can realize the conversion to target products in high yield, with high reaction selectivity, stable and mild catalytic conditions, and has strong theoretical novelty and practical value. This paper summarizes the catalytic applications of various types of organoaluminum catalysts for different types of carbonyl compounds, and analyzes in detail the catalytic mechanism of the borohydride reactions of different types of carbonyl compounds. Finally, the paper looks forward to the development trend of organoaluminum catalyzed hydroboration.
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