期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 69, 期 9, 页码 3181-3185出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo035840l
关键词
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2,3.8.9.14.15-Hexakis(alkoxy)diquinoxalino[2,3-a:2',3'-c]phenazines with alkyl side chains varying from 6 to 12 carbon atoms were readily synthesized by the condensation of hexaketocyclohexane with the respective 1,2-bisalkoxy-4,5-diaminobenzene. Polarization microscopy and DSC studies showed all these compounds to exhibit a very wide mesophase range of over 150 degreesC. An interesting D-hd to D-rd transition was observed for the octyl derivative 3b, as determined by X-ray diffraction measurements. The hexyl derivative showed three reduction potentials, suggesting that the HATN core maintained its electron-deficient characteristic and considered suitable as an n-doped discotic-liquid crystalline material. Incorporation of six alkoxy chains did not override the electron deficiency of the HATN core.
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