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Et_3NHCl-AlCl_3催化苯与1-十二烯烃烷基化反应机理的研究 被引量:6

Alkylation mechanism of benzene with 1-dodecene catalyzed by Et_3NHCl-AlCl_3
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摘要 本文利用同位素取代法考察了离子液体催化苯与烯烃烷基化反应机理.首先进行了Et3NHCl-AlCl3催化氘代苯与1-十二烯烃的反应,通过GC-MS及NMR分析产物结构,根据分析结果,在反应过程中一个D原子从苯环转移到侧链的1-碳.由此推断离子液体催化苯与长链烯烃的烷基化反应机理为:反应由Lewis酸AlCl3引发;AlCl3吸引1-十二烯烃的π电子向1-碳转移,形成碳正离子;碳正离子进一步与苯反应形成不稳定的σ络合物,σ络合物苯环上的sp3杂化碳相连的D+转移到侧链的负电1-C上取代AlCl3,生成产物2-十二烷基苯. The isotope exchange method was employed to investigate the catalytic mechanism of ionic liquid in alkylation of benzenes with olefins.It is proposed that alkylation was induced by the Lewis acid AlCl3 which attracted π electrons of 1-dodecene to shift toward 1-carbon,thus forming a carbonium ion.The carbonium ion further reacted with benzenes to form a complex.Due to unstabilit of the complex,a deuterated ring proton was transferred into an electronegative 1-carbon of the side chain to substitute for the AlCl3,accordingly 2-phenyldodecane was generated.
出处 《中国科学:化学》 CAS CSCD 北大核心 2010年第5期461-466,共6页 SCIENTIA SINICA Chimica
关键词 离子液体 烷基化机理 氘代苯 同位素交换法 ionic liquid alkylation mechanism deuteriobenzene isotope exchange method
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参考文献14

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同被引文献61

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