Construction of non-covalent bond type n-conjugated adducts applicable as molecular wires

对苯二甲胺、2-糠醛和2-吡啶甲醛按2：1：1的摩尔比反应，合成了AD-π -A（D =给体，A =受体）型n-共轭客体分子（1）。由化合物1的N，N-二甲基甲酰胺溶液与γ-环糊精（γ-CD）水溶液的混合物沉淀得到π-共轭加合物（2）。粉末X-射线衍射、固体~ 13 <13>C NMR和差示扫描量热分析表明，客体分子被包裹在γ-CD的空腔中。在比1更长的波长处观察到2的吸收，表明加合物2具有扩展的Z-共轭体系。循环伏安分析表明2发生了电化学氧化。客体分子之间的D-A相互作用和几何适合度是形成扩展π共轭体系的必要条件。加合物在薄膜中具有电化学活性。

AD-π -A (D = donor and A = acceptor)type n-conjugated guest molecule (1) was synthesized by reaction of p-phenylenedimiane, 2-flufural, and 2-pyridinecaroxaldehyde in a 2:1:1 molar ratio. A π-conjugated adduct (2) was obtained from a mixture of an N,N-dimethylformamide solution of 1 with an aqueous solution of γ-cyclodextrin (γ-CD) as a precipitate. Powder X-ray diffraction, solid state ^<13>C NMR, and differential scanning calorimetry analyses suggested that the guest molecules were included in the cavity of γ-CD. Observation of absorption of 2 at a longer wavelength than that of 1 suggested that the adduct 2 has an expanded z-conjugated system. Cyclic voltammetry analysis indicated that 2 received electrochemical oxidation. The D-A interaction between the guest molecules and geometrical fitness were essential for the formation of the expanded π-conjugated system. The adducts were electrochemically active in films.