Reactions of N‐(2,4‐dinitrophenyl)pyridinium chloride with 2,5‐dimethyl‐1,4‐phenylenediamine in 1:2, 1:1.5, 1:1, and 2:1 molar ratios caused the ring opening of the pyridinium ring and thereby yielded polymers (P1–P4) consisting of 5‐(2,5‐dimethyl‐1,4‐phenylene)penta‐2,4‐dienylideneammonium chloride (unit A) and N‐2,5‐dimethyl‐1,4‐phenylene diaza[12]annulenium dichloride (unit B). The 1H NMR spectra suggested that the composition ratios of unit A to unit B in P1–P4 were 0.98:0.02, 0.94:0.06, 0.81:0.19, and 0.79:0.21, respectively. P1–P4 showed an absorption maximum (λmax) at a longer wavelength than the monomers because of the expansion of the π‐conjugation system. Films of P3 and P4 showed λmax at a considerably longer wavelength than those in solution, and this was attributable to the ordered structures of the polymers in the solid state. Powder X‐ray diffraction analysis supported the ordered structures of P3 and P4. Pellets molded from P3 and P4 exhibited a metallic luster, whereas those from P1 and P2 did not show such a luster. Cyclic voltammetry measurements indicated that P1–P4 were electrochemically active in films. The thermal stability of the polymers depended on the composition ratios of unit A to unit B. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1507–1514, 2007

One-Pot Synthesis of N-Substituted Diaza[12]annulenes. -The NMR spectra of dichlorides (III) reveal that a diamagnetic ring current is generated in the diaza[12]annulene ring. Cyclic voltammetry measurement indicate an electrochemical activity in solution. -(YAMAGUCHI*, I.; GOBARA, Y.; SATO, M.; Org. Lett. 8 (2006) 19, 4279-4281; Dep. Mater. Sci., Fac. Sci. Eng., Shimane Univ., Matsue 690, Japan; Eng.) -Klein 03-151

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