A solid-state [2 + 2] photodimerization involving coordination of Ag(I) ions to 2-pyridyl groups. Issue 16 (17th September 2018)

• Record Type: Journal Article
• Authors: Campillo-Alvarado, Gonzalo; Aslan, Katerina; Sinnwell, Michael A.; Reinheimer, Eric W.; Santhana Mariappan, S. V.; MacGillivray, Leonard R.; Groeneman, Ryan H.
• Is Part Of: Journal of coordination chemistry. Volume 71:Issue 16/18(2018)
• Page Start: 2875
• Page End: 2883
• Publication Date: 2018-09-17
• Subjects: [2 + 2] Cycloaddition reactions -- crystal engineering -- head-to-tail photoproduct -- silver organosulfonate -- solid-state reactivity; Coordination compounds -- Periodicals; 541.2242
• DOI: 10.1080/00958972.2018.1501480
• Languages: English
• ISSNs: 0095-8972

Abstract

Abstract: Photoreactive Ag(I) complexes of p -toluenesulfonate ions with the unsymmetrical alkene trans -1-(4-acetoxyphenyl)-2-(2-pyridyl)ethylene1 is reported. The crystal [Ag( p -tol)(1 )2 ](H2 O) ( p -tol = p -toluenesulfonate) undergoes a [2 + 2] photocycloaddition reaction in quantitative yield to afford the head-to-tail (ht) photoproduct rctt -1, 3-bis(2-pyridyl)-2, 4-bis(4-acetoxyphenyl)cyclobutane2 regioselectively. The aromatic rings of the olefin participate in face-to-face π–π interactions and adopt an anti-conformation to position the carbon–carbon double bonds (C = C) in a suitable orientation to undergo photoreaction between neighboring complexes. Graphical Abstract: