Synthesis and Structure of an Octopus-like Octapropargyl Tetra-iso-butyl-resorcin[4]arene

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Treatment of tetra-iso-butyl-resorcin[4]arene 1 with propargyl bromide in the presence of K2CO3 as base gave an octopus-like octapropargyl tetra-iso-butyl-resorcin[4]arene 2 (C68H72O8, Mr = 1017.26) in a quantitative yield.Single-crystal structure of 2 was determined by X-ray crystallography.2 crystallizes in the monoclinic system, space group P21/n with a =13.3247(6), b = 24.7929(11), c = 19.1810(9)(。A), β= 109.272(1)°, V= 5981.5(5)(。A)3, Dc.= 1.130 g/cm3, μ = 0.073 mm-1, F(000) = 2176 and Z = 4.Overall structure of 2 reveals an octopus-like resorcinarene with eight propargyl groups in different directions.The resorcinarene adopts the boat conformation where the iso-butyl residues act as four-legged piano stool.The two opposite aryl rings of the macrocyclic framework are almost coplanar, and the two others facing each other are perpendicular to this plane.
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