Journal
SCIENCE CHINA-CHEMISTRY
Volume 53, Issue 5, Pages 1102-1107Publisher
SCIENCE PRESS
DOI: 10.1007/s11426-010-0138-4
Keywords
ionic liquid; alkylation mechanism; deuteriobenzene; isotope exchange method
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Funding
- National Natural Science Foundation of China [20676150]
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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 pi 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.
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