Fluorometric study on the amine-catalysed Suzuki–Miyaura coupling

Fluorometric study on the amine-catalysed Suzuki–Miyaura coupling
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胺催化 Suzuki-Miyaura 偶联的荧光研究

DOI:
10.1038/s41929-021-00711-0
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发表时间:
2021
期刊:
影响因子:
37.8
通讯作者:
Koide, Kazunori
Koide, Kazunori
中科院分区:
化学1区
文献类型:
--
作者:
Vinod, Jincy K.;Wanner, Annelise K.;James, Elizabeth I.;Koide, Kazunori

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具体地说,加入5摩尔%胺1和65 ppm钯意味着在反应混合物中存在约9.3× 10 - 4摩尔%钯。换句话说,催化转换数至少为108 000,这表明痕量钯物质具有异常的反应性。在这里,我们比较了在胺1、PCy 3和两者的组合存在下的钯催化,发现PCy 3具有抑制作用,这让人想起Ahlquist和Norrby 17。在没有胺1或PCy 3的情况下,我们可以将反应温度从110 ℃降低到24 ℃以进行无配体的Suzuki-Miyaura偶联。胺1与更复杂的底物的作用可能需要进一步研究。
MATTERS ARISING NATURE CATALYSIS specifically, the addition of 5 mol% amine 1 with 65 ppm palladium means that approximately 9.3× 10− 4 mol% palladium was present in the reaction mixture. In other words, the catalytic turnover number was at least 108 000, which suggests that the trace palladium species was exceptionally reactive. Here, we compared palladium catalysis in the presence of amine 1, PCy3 and the combination of both, to find that PCy3 had an inhibitory effect, which is reminiscent of Ahlquist and Norrby 17. Without amine 1 or PCy3, we could lower the reaction temperature from 110 to 24 C to carry out a ligand-free Suzuki–Miyaura coupling. The role of amine 1 with more complex substrates may warrant further study.
DOI: 10.1021/acs.oprd.0c00377
发表时间: 2020-11
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