The structure of N,NA,NB-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide consists of aryl rings self-assembled using a novel conjunction of organizational motifs into a pstack surrounded by a triple helical network of hydrogen bonds, in a manner suggestive of a new mode of organization for some columnar liquid crystals.

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The compound pictured, an arene-soluble potassium salt of a sterically demanding diazapentadienyl ligand, is accessible in two short steps from commercially available, inexpensive regents. The anion may compete with amidinate or Cp* ligands in solubilizing and controlling the environment of metal ions; it effectively engulfs the potassium ion while appearing to be merely bidentate. Only weak single η5 contacts to substituted phenyl groups link the monomers.

No abstract

BCl3 cyclizes diazadiene (2,6-Pr(i)2C6H3NCH)2 1 through a dichloroborated intermediate [(2,6-Pr(i)2C6H3NCHCl)2BCl] to give, in polar aprotic solvents, a spontaneously dehyrochlorinated C-chloro diazaborole 4. In contrast, reaction of AlCl3 with 1 forms only acyclic mono- or di-adducts 5a/b and 6. Alkali metal reductions of gave mixtures of 4 and diazaborole [(2,6-Pr(i)2C6H3NCH)2BCl] 7. Pd(0) reduction cleanly gave diazaborole 7. Reduction of 6 gave a low yield of the closed shell C-C coupled dimer 8 of the putative diazadiene radical anion 1.AlCl2 complex monomer. An alternative synthesis for diazadiene (2,6-Pr(i)2C6H4NCPh)2, 2, is reported. Reduction of 2/BCl3, in which additional phenyl groups on the diazadiene C-2 and C-3 atoms hinder the radical coupling observed in , gave predominantly diazaborole .BCl, (9a) contaminated with .BCl2, (9b) the first such stable radical diazadiene complex of boron. All compounds 2-9 were characterized by X-ray diffraction and NMR spectroscopy. Stable radical was additionally characterized by EPR spectroscopy and density functional computation.