Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (01): 81-85. Previous Articles     Next Articles

Original Articles

反式N-3-炔丁烯基咔唑的合成及其齐聚行为

王斌   

  1. (中国人民解放军军事经济学院军需系 武汉 430035)
  • 收稿日期:2004-03-29 修回日期:2004-07-21 发布日期:2004-12-30
  • 通讯作者: 王斌

Synthesis and Oligomerization of Trans-N-3-yne-butenylcarbazole

WANG Bin   

  1. (Department of Military Supply, College of Military Economics, the Peoples Liberation Army, Wuhan 430035)
  • Received:2004-03-29 Revised:2004-07-21 Published:2004-12-30
  • Contact: WANG Bin

After dropping 1,4-dichloro-2-butyne into the solution of carbazole sodium (NaCz) in THF under nitrogen atmosphere at 65 ℃ for 9 h, trans-N-3-yne-butenylcarbazole was synthesized and recrystallized in benzene and petroleum ether. It was initiated and oligomerized by heat treatment, BPO, BF3, FeCl3, P2O5, UV or visual light. The products were characterized by elemental analysis, IR, MS, UV and 1H NMR spectra. IR and 1H NMR spectra of the oligomers showed the absence of bands ν at 3278 (HC≡), 2099 cm-1 (C≡C) and band at 2.8~3.0 (HC≡). The oligomer molecular weight determined by VPO method was between 8.3×102 and 1.9×103 (n≈4~9).

Key words: synthesis, structure, oligomerization, trans-N-3-yne-butenylcarbazole