Synthesis and design of unsymmetrical quinoxaline-based oligomer with tunable backbone

Erscheinungsjahr 2023
ISBN: 978-3-8325-5656-3
Verlag: Logos

Buch, Englisch, Band 99, 369 Seiten, PB, Format (B × H): 145 mm x 210 mm

Reihe: Beiträge zur organischen Synthese

Quinoxalines, also named benzopyrazines, are an important class of nitrogen-containing heterocyclic compounds. Due to their multifaceted electronic and structural features, quinoxalines derivatives have been high priority target scaffold in various studies over the past years, aiming to improve the properties of several materials and drugs.

New oligomers based on quinoxaline units were successfully synthesized through multistep reactions using Wittig coupling, affording (E)-(quinoxalin-2-yl)ethene oligomers. The elaborated two-step oligomerization process, containing repetitive sequences of selective oxidations and Wittig coupling reactions, ensured the selective assembly of quinoxaline-based monomers to form various oligomers up to 3+3 units and 4 units. Furthermore, Stille coupling was also applied to generate C-C quinoxalines connections, providing efficient and countless possibilities for oligomer building. C-H activation reaction using titanium complexe Cp2Ti?2-C2(Si(CH3)3)2 was also evaluated, transforming trimeric quinoxaline-based oligomers into asymmetric hexaazatrinaphthylene (HATN).

Autoren/Hrsg.

Klein, Jér ^ome

Fachgebiete

• Naturwissenschaften Chemie Organische Chemie

Über Autor(innen)

Jér ^ome Klein is a French Doctor and Engineer in Organic Chemistry at Evonik – Oil Additives division, Lauterbourg. He is an expert on quinoxalines and quinoxalinones synthesis. He was part of many quinoxaline-based publications for various applications (OLED, drug development).