Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (6): 1327-1340.DOI: 10.6023/cjoc201712044 Previous Articles     Next Articles

Reviews

邻碳硼烷与不饱和化合物环加成反应的实验和理论研究进展

母伟花, 程瑞姣, 尚英伟, 贺仁泽, 李冬丽, 傅冕   

  1. 云南师范大学化学化工学院 昆明 650500
  • 收稿日期:2017-12-29 修回日期:2018-02-22 出版日期:2018-06-25 发布日期:2018-02-28
  • 通讯作者: 母伟花,E-mail:weihua_mu@ynnu.edu.cn E-mail:weihua_mu@ynnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21763033;21363028)和云南省高等学校大学生创新创业训练计划资助项目.

Experimental and Computational Research Progress on Cycloadditions of o-Carborane with Unsaturated Compounds

Mu Weihua, Cheng Ruijiao, Shang Yingwei, He Renze, Li Dongli, Fu Mian   

  1. Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500
  • Received:2017-12-29 Revised:2018-02-22 Online:2018-06-25 Published:2018-02-28
  • Contact: 10.6023/cjoc201712044 E-mail:weihua_mu@ynnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21763033, 21363028) and the Innovative Training Program for College Students in Yunnan Province.

o-Carboranes, as well as its derivative o-carborynes, can react with a variety of unsaturated compounds through cycloadditions and transform into various functionalized carboranes which have potential applications in many an area such as boron neutron capture therapy, catalytic systhesis and drug design. Recently, people have made remarkable achievements in the functionalization of o-carboranes and o-carborynes, especially in aspects of reaction condition optimization, selectivity controlling and reaction mechanism exploration. The most recent experimental achievements in the area of cycloaddition between o-carboranes and unsaturated compounds, alkenes, polycyclic or heterocyclic aromatics, in the past ten years are summarized. The reaction mechanisms and corresponding computational findings of o-carboryne-involved [2+2+2],[2+2+1],[2+2],[3+2],[4+2] and[5+2] cycloadditions are summarized and emphasized. Moreover, the prospects of future development in this area are discussed in the end.

Key words: boranes, carboranes, carborynes, cycloaddition, reaction mechanism, density functional theory