Curse or Blessing? Influence of Impurities on Cross-Coupling— Guideline for Elucidating Catalysts

Curse or Blessing? Influence of Impurities on Cross-Coupling— Guideline for Elucidating Catalysts
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杂质对交叉偶联的影响还是祝福?催化剂阐明指南

DOI:
10.26434/chemrxiv.14071247.v1
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发表时间:
2021
期刊:
ChemRxiv
影响因子:
--
通讯作者:
Gergely L. Tolnai
Gergely L. Tolnai
中科院分区:
--
文献类型:
--
作者:
Z. Novák;Réka Adamik;J. T. Csenki;F. Béke;Regina Gavaldik;B. Varga;Bálint Nagy;Z. May;J. Daru;Zsombor Gonda;Gergely L. Tolnai

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已经进行了几项努力来替代交叉偶联反应中的贵金属钯,保持靶转化的高效率。在某些情况下,钯与相关金属的化学反应是可能的,它们的活性得到了机理研究的支持。此外,完全排除钯也是焦点。近年来研究表明,特殊的有机胺催化剂可以催化Suzuki-Miyaura偶联反应。在这里,我们表明,在最近的转变顺势钯杂质和痕量磷物种起源于用于有机催化剂合成的条件是负责的催化效果,而不是胺物种。这一发现证实了钯在交叉耦合中的作用,并引起了该化学研究领域中杂质效应的关注。在这篇文章中,我们提出了阐明反应的真实的催化剂的一般准则。
Several efforts have been made for the replacement of noble metal palladium in cross-coupling reactions, maintaining high efficiency of the target transformation. In several cases it is possible to perform the chemistry of palladium with related metals, and their activity was supported with mechanistic studies. Moreover, the complete exclusion of palladium is also in focus. Very recently it was demonstrated that special amine organocatalysts could catalyse Suzuki-Miyaura coupling reaction. Here we show that in this recent transformation homeopathic palladium impurities and trace phosphorous species originated from the conditions used for the organocatalyst synthesis are responsible for the catalytic effect instead of the amine species. This finding confirms the power of palladium in cross-coupling and draw the attention of impurity effect in this field of chemical research. In this article, we represent general guidelines for elucidating the real catalyst of reactions.
DOI: 10.1021/acscatal.6b03277
发表时间: 2017-02-03
期刊: ACS catalysis
影响因子: 12.9
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