Conformationally driven Ru(II)-catalyzed multiple ortho-C-H bond activation in diphenylpyrazine derivatives in water : where is the limit?

Hrovat, Sara (author), Drev, Miha (author), Grošelj, Uroš (author), Perdih, Franc (author), Svete, Jurij (author), Štefane, Bogdan (author), Požgan, Franc (author)

Ru(II)/carboxylate/PPh$_3$ catalyst system enabled the preparation of highly conjugated pyrazine derivatives in water under microwave irradiation. Both nitrogen atoms efficiently dictated cleavage of the ortho-C–H bonds in both benzene rings of 2,3-diphenylpyrazine substrates through chelation assistance. In conformationally more flexible diphenyldihydropyrazine 1, the arylation of four ortho-C–H bonds was possible, while in the aromatic analog 2, the triarylation was the limit.

• Language: English
• Keywords: ruthenium catalysts, heterocycles, green chemistry, microwave, direct arylation
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2020
• Number of pages: 14 str.
• Numbering: Vol. 10, iss. 4, art. 421
• PID: 20.500.12556/RUL-133746
• UDC: 547.86:66.097:546.96
• ISSN on article: 2073-4344
• DOI: 10.3390/catal10040421
• COBISS.SI-ID: 1538567875
• Publication date in RUL: 13.12.2021

Record is a part of a journal

• Title: Catalysts
• Shortened title: Catalysts
• Publisher: MDPI AG
• ISSN: 2073-4344
• COBISS.SI-ID: 519958297

Licences

• License: CC BY 4.0, Creative Commons Attribution 4.0 International
• Link: http://creativecommons.org/licenses/by/4.0/
• Description: This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.
• Licensing start date: 12.04.2020

Secondary language

• Language: Slovenian
• Keywords: rutenijevi katalizatorji, heterocikli, zelena kemija, mikrovalovi, usmerjeno ariliranje

Projects

• Funder: ARRS - Slovenian Research Agency
• Project number: P1-0179
• Name: Napredna organska sinteza in kataliza

• Funder: ARRS - Slovenian Research Agency
• Project number: P1-0175
• Name: Napredna anorganska kemija