Journal of Molecular Structure p. 99 - 106 (2019)
Update date:2022-08-30
Topics:
Lynch, Will E.
Nivens, Delana
Quillian, Brandon
Padgett, Clifford W.
Petrillo, Anthony
Peek, Nathan
Stone, John
Reaction of tetrakis(acetonitrile)copper(I) perchlorate ([Cu(NCCH3)4][ClO4]), tris-1-ethyl-4-methylimidazolylphosphine (T1Et4MeIP) (1) and 3-hydroxyflavone (flavH) under ambient conditions produces an in-situ generated flavonol bound copper(II) complex, which converts to a stable green complex that formulates to [Cu(T1Et4MeIP)(flav)][ClO4] (2). The crystal structure of 2 was determined by X-ray diffraction and crystallizes in a triclinic system (P1ˉ) with unit cell dimensions of a = 14.537(15) ?, b = 15.794(14) ?, c = 17.044(17) ?, α = 65.58(3)?, β = 86.80(5)?, γ = 73.34(4)?, V = 3376(6) ?3 and Z = 2. While the five-coordinate copper(II) complex is stable under ambient conditions in the solid state, it undergoes oxidative scission of the flavonol pyrone ring under photolytic (300 nm) and/or thermal (120 °C) conditions in the presence of molecular oxygen. The degradative process produces the corresponding methylated products: methylbenzoate, methyl salicylate and N,N-dimethylbenzamide. In addition, the previously undisclosed single crystal X-ray structure of tris-1-ethyl-4-methylimidazolylphosphine (1), T1Et4MeIP, is also reported.
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