A highly substituted pyrazinophane generated from a quinoidal system via a cascade reaction. Issue 32 (23rd March 2020)

• Record Type: Journal Article
• Authors: Anderson, Christopher L.; Liang, Jiatao; Teat, Simon J.; Garzón-Ruiz, Andrés; Nenon, David P.; Navarro, Amparo; Liu, Yi
• Is Part Of: Chemical communications. Volume 56:Issue 32(2020)
• Page Start: 4472
• Page End: 4475
• Publication Date: 2020-03-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc00916d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : [2.2](2, 5)pyrazinophanes are strained macrocycles exhibiting through-space electron density that are difficult to access synthetically. A highly-substituted member of this family is synthesized and characterized. Abstract : The generation of a highly-substituted [2.2](2, 5)pyrazinophane via a cascade reaction is presented. The pyrazinophane product is formed via the dimerization of a member of the para -azaquinodimethane ( p -AQM) family of conjugated quinoidal compounds—reactivity that sheds light on the nature of stability in p -AQMs. Additionally, the electronic and structural nature of this highly-strained ring system are characterized.