Eaton Mary C, Knight Brian J, Brahmi Robin, Ferreira Ricardo B, Catalano Vincent J, Rheingold Arnold L, Ghiviriga Ion, Murray Leslie J
Center for Catalysis and Florida Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, 214 Leigh Hall, P.O. Box 117200, Gainesville, Florida 32611, United States.
Department of Chemistry, University of Nevada, Reno, Nevada 89557, United States.
J Org Chem. 2020 Nov 6;85(21):13579-13588. doi: 10.1021/acs.joc.0c01708. Epub 2020 Oct 27.
Tris(β-diketimine) cyclophanes are an important ligand class for investigating cooperative multimetallic interactions of bioinorganic clusters. Discussed herein are the synthetic factors governing access to tris(β-diketimine) cyclophanes versus tripodal tri-β-aminoenones. Cyclophanes bearing Me, Et, and MeO cap substituents and β-Me, Et, or Ph arm substituents are obtained, and a modified condensation method produced α-Me β-Me cyclophane. These operationally simple procedures produce the ligands in gram quantities and in 22-94% yields.
三(β-二酮亚胺)环番是研究生物无机簇合物协同多金属相互作用的一类重要配体。本文讨论了决定三(β-二酮亚胺)环番与三脚架式三-β-氨基烯酮合成的因素。获得了带有甲基、乙基和甲氧基帽取代基以及β-甲基、乙基或苯基臂取代基的环番,并且一种改进的缩合方法制备出了α-甲基-β-甲基环番。这些操作简单的方法可制备出克级量的配体,产率为22% - 94%。