影像科学与光化学 ›› 2014, Vol. 32 ›› Issue (5): 447-454.DOI: 10.7517/j.issn.1674-0475.2014.05.0447

• 论文 • 上一篇    下一篇

新型多吡啶Pt(Ⅱ)配合物可见光催化的N-苯基四氢异喹啉交叉脱氢偶联反应

梁文静1,2, 高学旺1,2, 邢令宝3, 孟庆元1, 钟建基1,2, 雷涛1,2, 佟振合1, 吴骊珠1   

  1. 1. 中国科学院 理化技术研究所, 北京 100190;
    2. 中国科学院大学, 北京 100049;
    3. 山东理工大学, 山东 淄博 255000
  • 收稿日期:2014-05-23 修回日期:2014-06-30 出版日期:2014-09-15 发布日期:2014-09-15
  • 通讯作者: 孟庆元,吴骊珠
  • 基金资助:

    国家自然科学基金项目(21090343,91027041)资助

An Efficient Aerobic Cross-dehydrogenative-coupling Reaction Photocatalyzed by a Novel Platinum(Ⅱ) Terpyridyl Complex Under Visible Light

LIANG Wenjing1,2, GAO Xuewang1,2, XING Lingbao3, MENG Qingyuan1, ZHONG Jianji1,2, LEI Tao1,2, TONG Zhenhe1, WU Lizhu1   

  1. 1. Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China;
    2. University of Chinese Academy of Sciences, Beijing 100049, P. R. China;
    3. Shandong University of Technology, Zibo 255000, Shandong, P. R. China
  • Received:2014-05-23 Revised:2014-06-30 Online:2014-09-15 Published:2014-09-15

摘要:

本文合成了一种在水中和有机相中均有良好溶解性的新型多吡啶Pt(Ⅱ)配合物,并利用作光催化剂,研究了N-苯基四氢异喹啉的可见光催化交叉脱氢偶联反应。在空气和室温条件下,高效实现了N-苯基四氢异喹啉和硝基烷烃在纯水相和有机相中的交叉脱氢偶联:在水相中,偶联反应的产率在81%以上;在有机相中,光照1 h底物完全转化,对于不同取代基的N-苯基四氢异喹啉和硝基烷烃均得到几乎定量的偶联产物,产率大于97%。光催化剂表现出的优异催化活性,为可见光催化活化C—H键提供了高效便捷的方法,拓展了水相进行的高效交叉脱氢偶联反应。

关键词: 多吡啶Pt(Ⅱ)配合物, N-苯基四氢异喹啉, 可见光催化, 交叉脱氢偶联

Abstract:

In this paper, a novel platinum(Ⅱ) complex that is soluble both in water and in organic solvent was synthesized, and a visible-light-induced cross-dehydrogenative-coupling (CDC) reaction is studied by using the platinum(Ⅱ) complex as photocatalyst. With the aid of molecular oxygen as an oxidant, the oxidative coupling of nitroalkanes and N-phenyltetrahydroisoquinolines is achieved under irradiation with high efficiency both in water and in organic solvent. This provides a clean and facile synthetic scheme for visible-light-induced oxidative CDC reaction.

Key words: platinum(Ⅱ) terpyridyl complex, N-phenyltetrahydroisoquinoline, visible-light catalysis, cross-dehydrogenative-coupling