Synthesis and spectral properties of 2-methyl-5-aryl-1,3,4-oxadiazoles

被引：0
作者：
Popova N.A.
Krasovitskii B.M.
Pivnenko N.S.
Surov Yu.N.
机构：
来源：
Chemistry of Heterocyclic Compounds | 1997年 / 33卷 / 6期
关键词：
Organic Chemistry; Absorption Spectrum; Phenyl; Charge Transfer; Electronic Absorption;
D O I：
10.1007/BF02291805
中图分类号：
学科分类号：
摘要：
By heterocyclization of 1-acyl-2-aroylhydrazines under the influence of strong dehydrating substances, a series of 2-methyl-5-aryl-1,3,4-oxadiazoles has been synthesized and their UV, IR, and PMR spectra have been investigated. Through analysis of data on the influence of substituents on the position of the maximum in the electronic absorption spectrum, together with calculated data, it has been shown that the long-wave band of 2-methyl-5-phenyl-1,3,4-oxadiazole is due to an S0-S1 transition of the π-π* type and that it is a charge transfer band for transfer from the phenyl radical to the oxadiazole ring; the 1,3,4-oxadiazole ring as a substituent has an electron-acceptor character. ©1997 Plenum Publishing Corporation.
引用
收藏
页码：712 / 717
页数：5
相关论文
共 18 条
  • [11] Tupitsyn I.F., Zatsepina N.N., Kolodina N.S., Kane A.A., Reactivity of Organic Compounds (Collection of Scientific Works) [in Russian], 5, 4, (1968)
  • [12] Zatsepina N.N., Tupitsyn I.F., Kalinskii Yu.L., Kolodina N.S., Reactivity of Organic Compounds (Collection of Scientific Works) [in Russian], 6, 3, (1969)
  • [13] Ferre Y., Faure R., Vincent E.J., J. Chim. Phys. Phys. Chim. Biol., 69, (1972)
  • [14] Ainsworth C., J. Am. Chem. Soc., 87, (1965)
  • [15] Kendall R.V., Olofson R.A., J. Org. Chem., 35, (1970)
  • [16] Shvaika O.P., Grekov A.P., Scintillators and Scintillation Materials (Collection of Scientific Works) [in Russian], 3, (1963)
  • [17] Weidinger H., Kranz J., Chem. Ber., 96, 4, (1963)
  • [18] Taber R.L., Benkley E.S., J. Heterocycl. Chem., 9, 2, (1972)
12