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Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity.

التفاصيل البيبلوغرافية
العنوان: Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity.
المؤلفون: Vasilyev KA; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia., Antonova AS; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia., Volchkov NS; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia., Logvinenko NA; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia., Nikitina EV; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia., Grigoriev MS; Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr. 31, bld. 4, Moscow 119071, Russia., Novikov AP; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia.; Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninsky pr. 31, bld. 4, Moscow 119071, Russia., Kouznetsov VV; Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, Cl. 9 # Cra 27, Bucaramanga 680006, Colombia., Polyanskii KB; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia., Zubkov FI; Organic Chemistry Department, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya St., 6, Moscow 117198, Russia.
المصدر: Molecules (Basel, Switzerland) [Molecules] 2023 Jan 25; Vol. 28 (3). Date of Electronic Publication: 2023 Jan 25.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: PubMed not MEDLINE; MEDLINE
أسماء مطبوعة: Original Publication: Basel, Switzerland : MDPI, c1995-
مستخلص: An efficient approach to the synthesis of olefin metathesis HG-type catalysts containing an N→Ru bond in a six-membered chelate ring was proposed. For the most part, these ruthenium chelates can be prepared easily and in high yields based on the interaction between 2-vinylbenzylamines and Ind II (the common precursor for Ru-complex synthesis). It was demonstrated that the increase of the steric volume of substituents attached to the nitrogen atom and in the α-position of the benzylidene fragment leads to a dramatic decrease in the stability of the target ruthenium complexes. The bulkiest i Pr substituent bonded to the nitrogen atom or to the α-position does not allow the closing of the chelate cycle. N,N-Diethyl-1-(2-vinylphenyl)propan-1-amine is a limiting case; its interaction with Ind II makes it possible to isolate the corresponding ruthenium chelate in a low yield (5%). Catalytic activity of the synthesized complexes was tested in RCM reactions and compared with α-unsubstituted catalysts obtained previously. The structural peculiarities of the final ruthenium complexes were thoroughly investigated using XRD and NMR analysis, which allowed making a reliable correlation between the structure of the complexes and their catalytic properties.
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معلومات مُعتمدة: 075-03-2020-223 (FSSF-2020-0017) The Ministry of Education and Science of the Russian Federation
فهرسة مساهمة: Keywords: Hoveyda-Grubbs-type catalysts; [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene](dichloro)[benzylidene]ruthenium; nitrogen-ruthenium coordinate bond; ring-closing metathesis (RCM); ruthenium complexes; six-membered chelate cycle
تواريخ الأحداث: Date Created: 20230211 Date Completed: 20230213 Latest Revision: 20230214
رمز التحديث: 20231215
مُعرف محوري في PubMed: PMC9921640
DOI: 10.3390/molecules28031188
PMID: 36770854
قاعدة البيانات: MEDLINE
الوصف
تدمد:1420-3049
DOI:10.3390/molecules28031188