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meso form, in which the repeating unit progresses in extreme labilization of the organic substrate, terminating opposite directions on each Schiff base chelate ring, in formation of a stable product. In the self-condensaand a racemic form, in which the repeating unit protion reaction, the yield of copper(I1) complex of tetragresses in the same direction. From a study of the meric ligand slightly exceeds the combined yields of Dreiding stereomodels, the racemic form appears to be the nickel(I1) complexes of trimeric and tetrameric improbable in that the nonbonded distance between ligands. benzene rings would be 2.8 A. The minimum distance This metal ion induced rearrangement has been used between the benzene rings in [2.2 'Iparacyclophane is to synthesize a complex containing two trimeric con2.83 Aa8a9 Differences in the ultraviolet spectra of densates bound to each nickel ion. This compound is [2.2']paracyclophane and certain model compounds prepared by heating a suspension of 2 equiv of the have indicated considerable interaction between benzene quinazoline in methanol with 1 equiv of nickel(I1) The ultraviolet spectra of rings in this nitrate for 2 hr under reflux. The quinazoline disNi(TRQ2+ and Ni(TRI)22+in methanol are practically solves with reaction, first giving an orange-yellow identical; therefore, it appears that little or no intercolored solution which slowly turns wine-red. When action exists between benzene rings. In the meso the homogeneous solution cools to room temperature, form, the nonbonded distance between benzene rings is red-brown clusters of needles of bis(tribenzo[b,f,j]approximately 3.5 A. Consequently, no interaction is [ 1,5,9]triazacycloduodecine)nickel(II) nitrate monoexpected and the compound in question is of this struchydrate are deposited on the walls of the reaction vessel. Anal. Calcd for N ~ ( C Z ~ H ~ ~ N ~ ) ~ ( N O C ,~61.56; ) ~ ~ H Z ture. O: H,3.94; N,13.68. Found: C,61.63; H,4.01; N, (8) C.J. Brown and A. C. Farthing, Nature, 164, 915 (1949). 13.45. The infrared spectrum of Ni(TRI)2(N03)z.H~0 (9) D. K. Lonsdale, H. J. Milledge, and K. V. I
