Selective Dehydrogenative Mono- or Diborylation of Styrenes by Supported Copper Catalysts

Selective Dehydrogenative Mono- or Diborylation of Styrenes by Supported Copper Catalysts
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DOI:
10.1021/acscatal.9b00761
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发表时间:
2019-03
期刊:
影响因子:
12.9
通讯作者:
Daichi Yoshii;Xiongjie Jin;N. Mizuno;K. Yamaguchi
Daichi Yoshii;Xiongjie Jin;N. Mizuno;K. Yamaguchi
中科院分区:
化学1区
文献类型:
--
作者:
Daichi Yoshii;Xiongjie Jin;N. Mizuno;K. Yamaguchi

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烯烃的选择性脱氢硼基化是合成有用的硼基烯烃的一种有吸引力的方法。然而,很少有催化系统能够实现这一目标。所有报道的例子都是具有特殊配体的均相催化剂,需要使用碱。本研究描述了负载型氢氧化铜催化剂(Cu(OH)x/载体)的非均相催化脱氢硼化反应。在 Cu(OH)x/载体和合适的酮存在下,苯乙烯与双(频哪醇)二硼的脱氢硼基化有效地进行,选择性地提供相应的β-单硼基苯乙烯或β,β-二硼基苯乙烯。观察到的催化确实是非均相的,并且催化剂可以重复使用多次,尽管它们的催化性能逐渐下降。
The selective dehydrogenative borylation of alkenes is an attractive method for synthesizing useful borylalkenes. However, very few catalytic systems have been reported that fulfill this objective. All the reported examples are homogeneous catalysts with special ligands requiring the usage of bases. This study describes the heterogeneously catalyzed dehydrogenative borylation by supported copper hydroxide catalysts (Cu(OH)x/support). In the presence of Cu(OH)x/support and suitable ketones, the dehydrogenative borylation of styrenes with bis(pinacolato)diboron efficiently proceeded to selectively afford the corresponding β-monoboryl- or β,β-diborylstyrenes. The observed catalysis was truly heterogeneous, and the catalysts could be reused several times, though their catalytic performance gradually declined.