NHC Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Aryl Boronate Esters with Perfluorobenzenes.
NHC Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Aryl Boronate Esters with Perfluorobenzenes.
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DOI：
10.1021/acs.joc.6b01041
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发表时间：
2016-06
期刊：
影响因子：
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通讯作者：
Jing-Feng Zhou;Johannes H. J. Berthel;Maximilian W. Kuntze‐Fechner;A. Friedrich;T. Marder;U. Radius
中科院分区：
文献类型：
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作者：
Jing-Feng Zhou;Johannes H. J. Berthel;Maximilian W. Kuntze‐Fechner;A. Friedrich;T. Marder;U. Radius
报道了一种以NHC镍配合物为催化剂的全氟芳烃与芳基硼酸酯的Suzuki-Miyaura偶联反应。评价了不同硼酸酯（对甲苯基-Beg、对甲苯基-Bneop、对甲苯基-Bpin、对甲苯基-Bcat）和相应硼酸（对甲苯基-B（OH）2）在这种类型的交叉偶联反应中的效率（例如，乙二醇合; neop，新戊基乙二醇合; pin，频哪醇合; cat，儿茶酚合）。芳基-Beg被证明是最具反应性的硼酸酯在那些研究。CsF作为添加剂的使用对于六氟苯与芳基新戊基乙二醇硼酸酯的有效反应是必不可少的。
An efficient Suzuki-Miyaura cross-coupling reaction of perfluorinated arenes with aryl boronate esters using NHC nickel complexes as catalysts is described. The efficiencies of different boronate esters (p-tolyl-Beg, p-tolyl-Bneop, p-tolyl-Bpin, p-tolyl-Bcat) and the corresponding boronic acid (p-tolyl-B(OH)2) in this type of cross-coupling reaction were evaluated (eg, ethyleneglycolato; neop, neopentylglycolato; pin, pinacolato; cat, catecholato). Aryl-Beg was shown to be the most reactive boronate ester among those studied. The use of CsF as an additive is essential for an efficient reaction of hexafluorobenzene with aryl neopentylglycolboronates.