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带有氮杂环部分的三氮烯配体的钌配合物及其在硝基芳烃还原反应中的催化性能。

Ruthenium complexes with triazenide ligands bearing an N-heterocyclic moiety, and their catalytic properties in the reduction of nitroarenes.

作者信息

Romero-Soto Christian A, Iglesias Ana L, Velázquez-Ham Amor F, Camarena-Díaz Juan P, Correa-Ayala Erick, Gomez-Lopez Jessica L, Chávez Daniel, Ochoa-Terán Adrián, Aguirre Gerardo, Rheingold Arnold L, Grotjahn Douglas B, Parra-Hake Miguel, Miranda-Soto Valentín

机构信息

Tecnológico Nacional de México/Instituto Tecnológico de Tijuana/Centro de Graduados e Investigación en Química Blvd. Alberto Limón Padilla S/N 22454 Tijuana BC Mexico

Facultad de Ciencias de la Ingeniería y Tecnología, Universidad Autónoma de Baja California Mexico.

出版信息

RSC Adv. 2024 Jul 31;14(33):24019-24030. doi: 10.1039/d4ra04813j. eCollection 2024 Jul 26.

DOI:10.1039/d4ra04813j
PMID:39086523
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11290092/
Abstract

A series of ruthenium complexes of formulae [RuCl(triazenide)(-cymene)] have been synthesized using as ligand a triazenide monofunctionalized with an N-heterocyclic moiety. Nuclear magnetic resonance, high resolution mass spectrometry and X-ray diffraction were used to characterize the triazenide ligands and their complexes. In addition, these ruthenium complexes catalyzed the reduction of nitrobenzene to aniline in the presence of sodium borohydride and ethanol as solvent at room temperature. Notably, complex 5 was especially active in the reduction of nitroarenes substituted at the aromatic ring with electron-withdrawing or electron-donating fuctional groups affording the desired arylamines in good to excellent yields (80-100%). The role of the N-heterocyclic moiety on catalysis was explored.

摘要

已使用用N-杂环部分单官能化的三氮烯作为配体合成了一系列通式为[RuCl(三氮烯)(对异丙基苯)]的钌配合物。利用核磁共振、高分辨率质谱和X射线衍射对三氮烯配体及其配合物进行了表征。此外，这些钌配合物在硼氢化钠存在下，以乙醇为溶剂，在室温下催化硝基苯还原为苯胺。值得注意的是，配合物5在还原芳环上被吸电子或供电子官能团取代的硝基芳烃时特别活跃，以良好至优异的产率（80-100%）得到所需的芳胺。探索了N-杂环部分在催化中的作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/47bd7e63f972/d4ra04813j-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/94116de5651a/d4ra04813j-c1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/c5a45cd77567/d4ra04813j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/511ba0889170/d4ra04813j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/72b53ad383c2/d4ra04813j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/886d7c4f1f8d/d4ra04813j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/887c09f52b5d/d4ra04813j-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/6d9172d74277/d4ra04813j-c2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/39db9eebaff4/d4ra04813j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/c80501a3ca03/d4ra04813j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/ea181e0f6d01/d4ra04813j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/47bd7e63f972/d4ra04813j-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/94116de5651a/d4ra04813j-c1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/c5a45cd77567/d4ra04813j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/511ba0889170/d4ra04813j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/72b53ad383c2/d4ra04813j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/886d7c4f1f8d/d4ra04813j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/887c09f52b5d/d4ra04813j-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/6d9172d74277/d4ra04813j-c2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/39db9eebaff4/d4ra04813j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/c80501a3ca03/d4ra04813j-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/ea181e0f6d01/d4ra04813j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b20c/11290092/47bd7e63f972/d4ra04813j-s5.jpg

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