Synthesis of the novel ionic liquid [N-pentylpyridinium]+[closo-CB11H12]- and its usage as a reaction medium in catalytic dehalogenation of aromatic halides

Synthesis of the novel ionic liquid [N-pentylpyridinium]+[closo-CB11H12]- and its usage as a reaction medium in catalytic dehalogenation of aromatic halides
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新型离子液体[N-戊基吡啶鎓][closo-CB11H12]-的合成及其作为芳香卤化物催化脱卤反应介质的应用

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发表时间:
2003
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通讯作者:
J. Maguire
J. Maguire
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作者:
Yinghuai Zhu;C. Ching;K. Carpenter;R. Xu;S. Selvaratnam;N. Hosmane;J. Maguire

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新的低熔点(19 °C)盐[N-戊基吡啶]+ [closo-CB 11 H12]−(2)的合成产率为93%,并通过元素分析、IR光谱和1H、13 C和11 B NMR光谱进行了表征。该盐被用作溶剂中的几个脱卤反应的单和多氯化物和溴化物,催化的钯配合物PdCl 2(PPh 3)2,PdCl 2(dppe),和PdCl 2(dppf)。C6 Br 6、1,2,4,5-四溴苯、C60 Br 8和C60 Br 24的完全脱溴反应完成得相当快,而1,2,4-三氯苯的脱氯反应进行得较慢,但具有出色的产物选择性。版权所有© 2003年约翰威利父子有限公司。
The novel, low-melting-point (19 °C) salt [N-pentylpyridinium]+ [closo-CB11H12]−(2) was synthesized in 93% yield and characterized by elemental analysis, IR spectroscopy, and 1H, 13C, and 11B NMR spectroscopy. The salt was used as a solvent in several dehalogenation reactions of mono- and poly-chlorides and -bromides, catalyzed by the palladium complexes PdCl2(PPh3)2, PdCl2(dppe), and PdCl2(dppf). Complete debromination of C6Br6, 1,2,4,5-tetrabromobenzene, C60Br8, and C60Br24 was accomplished quite rapidly, whereas dechlorination of 1,2,4-trichlorobenzene proceeded more slowly, but with excellent products selectivity. Copyright © 2003 John Wiley & Sons, Ltd.