Catalytic Synthesis of n-Alkyl Arenes through Alkyl Group Cross-Metathesis

Catalytic Synthesis of n-Alkyl Arenes through Alkyl Group Cross-Metathesis
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DOI:
10.1021/ja4066392
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发表时间:
2013-08-28
影响因子:
15
通讯作者:
Hackenberg, Jason D.
Hackenberg, Jason D.
中科院分区:
化学1区
文献类型:
--
作者:
Dobereiner, Graham E.;Yuan, Jian;Hackenberg, Jason D.

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采用一锅串联脱氢/烯烃复分解/加氢工艺,直接由烷烃和正构烷烃制备正构芳烃。当((PCP)-P-tBu)IrH 2与钨单芳氧化物吡咯烷络合物如W(NAr)(C3 H6)(pyr)(OHIPT)(1a)[AT = 2,6-i-Pr 2C 6 H3; pyr =吡咯烷; OHIPT = 2,6-(2,4,6-i-Pr 3C 6 H2)(2)C6 H3 O]配对时,观察到优异的选择性。络合物1a在正辛烷自复分解中也特别有活性,提供了迄今为止报道的最高产物浓度。所选择的烯烃复分解催化剂的热稳定性允许采用升高的温度和延长的反应时间。
n-Alkyl arenes were prepared in a one-pot tandem dehydrogenation/olefin metathesis/hydrogenation sequence directly from alkanes and ethylbenzene. Excellent selectivity was observed when ((PCP)-P-tBu)IrH2 was paired with tungsten monoaryloxide pyrrolide complexes such as W(NAr)(C3H6)(pyr)(OHIPT) (1a) [AT = 2,6-i-Pr2C6H3; pyr = pyrrolide; OHIPT = 2,6-(2,4,6-i-Pr3C6H2)(2)C6H3O]. Complex 1a was also especially active in n-octane self-metathesis, providing the highest product concentrations reported to date. The thermal stability of selected olefin metathesis catalysts allowed elevated temperatures and extended reaction times to be employed.