Synthesis, characterization, and crystal structures of aryl-substituted ferrocenylpyrimidines by site-selective stepwise couplings of 2,4,6-trichloropyrimidine

Synthesis, characterization, and crystal structures of aryl-substituted ferrocenylpyrimidines by site-selective stepwise couplings of 2,4,6-trichloropyrimidine
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通过 2,4,6-三氯嘧啶的位点选择性逐步偶联合成芳基取代的二茂铁基嘧啶的合成、表征和晶体结构

DOI:
10.1007/s00706-013-1142-0
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发表时间:
2014-01
影响因子:
1.8
通讯作者:
Wei-Jun Fu
Wei-Jun Fu
中科院分区:
化学4区
文献类型:
--
作者:
Chen Xu;Hong-Mei Li;Zhi-Qiang Wang;Xin-Hua Lou;Wei-Jun Fu

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通过氯汞二茂铁与2,4,6-三氯嘧啶的偶联反应,方便地制备了一种新的含氯二茂铁基嘧啶,并通过氯汞二茂铁与苯硼酸的Suzuki偶联反应,方便地制备了一种单芳基取代的二茂铁基嘧啶。在Pd(OAc)_2/P(Cy)_3·HBF_4存在下,单芳基取代的衍生物与芳基硼酸发生Suzuki偶联反应,得到二芳基取代的二茂铁基嘧啶。通过元素分析、IR、MS、1H和13 C NMR等手段对化合物进行了表征。此外,通过单晶X射线衍射分析确定了三个化合物的结构。
A new ferrocenylpyrimidine containing chlorine was conveniently prepared via the coupling reaction of chloromercuriferrocene and 2,4,6-trichloropyrimidine, and a monoaryl-substituted ferrocenyl-pyrimidine was also readily obtained from the Suzuki coupling of the former with phenylboronic acid. The following Suzuki coupling of the monoaryl-substituted derivative with arylboronic acids in the presence of Pd(OAc)2/P(Cy)3·HBF4 gave diaryl-substituted ferrocenylpyrimidines. These compounds were characterized by elemental analysis, IR, MS, 1H and 13C NMR. Additionally, the structures of the three compounds were determined by single-crystal X-ray analysis.Graphical abstract
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