Day, Jon I.; Singh, Kamaljeet; Trinh, Winston; Weaver, Jimmie D. published the artcile< Visible Light Mediated Generation of trans-Arylcyclohexenes and Their Utilization in the Synthesis of Cyclic Bridged Ethers>, Name: Ir(p-F-ppy)3, the main research area is visible light mediated generation trans arylcyclohexene; cyclic bridged ether preparation reaction mechanism hydrogen bonding.
While accessible via UV-irradiation of cis-cyclohexene, trans-cyclohexene has thus far been an investigation driven by curiosity, and due primarily to its short lifespan, has until recently not been employed for productive synthesis. Herein, we present straightforward conditions that provide access to a class of trans-arylcyclohexenes and demonstrate their utility in the formation of oxabicyclic ethers, which are otherwise inaccessible from the corresponding cis-cyclohexene. A key challenge to utilizing the incredible ca. 52 kcal/mol strain energy of trans-cyclohexene to drive synthesis was overcoming its short lifetime. Herein, we show that preorganization via hydrogen bonding between the substrate and the reaction partner prior to isomerization is a viable strategy to overcome the inherently short lifetime of trans-cyclohexene.
Journal of the American Chemical Society published new progress about Bridged bicyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 370878-69-6 belongs to class pyridine-derivatives, and the molecular formula is C33H21F3IrN3, Name: Ir(p-F-ppy)3.