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2-甲基重氮萘醌在环醚中光解产物的2D NMR研究

张炜, 刘中立, 杨立*   

  1. 兰州大学应用有机化学国家重点实验室,兰州 730000
  • 收稿日期:2001-09-03 修回日期:2001-10-09 出版日期:2002-03-05 发布日期:2002-03-05
  • 作者简介:张炜(1962-),男,博士,副教授.*通讯联系人
  • 基金资助:

    国家自然科学基金资助项目(29972018).

2D NMR STUDY ON PHOTOLYSTIC PRODUCTS OF 2-METHYL-NAPHTHOQUINONE DIAZIDE IN CYCLIC ETHERS

ZHANG Wei, LIU Zhong-li, YANG Li*   

  1. National Laboratory of Applied Organic Chemistry, Lanzhou University,  Lanzhou 730000, China
  • Received:2001-09-03 Revised:2001-10-09 Online:2002-03-05 Published:2002-03-05
  • About author:*Correspondence author
  • Supported by:

    国家自然科学基金资助项目(29972018).

摘要:

应用二维核磁共振对2-甲基重氮萘醌在四氢呋喃和二氧六环中光解反应的产物:2-甲基-4-螺(2′-四氢吡喃)萘-1-酮 (3)、2-甲基-4-(2′-四氢呋喃基)-1- 萘酚 (4)、2-甲基-4-螺[7′-(1′,4′-二氧杂环庚烷)萘-1-酮  (5)、2-甲基-4 -[2′-(1′,4′-二氧杂环己基)]-1-萘酚 (6)和二(2-甲基-萘 -22-冠-6) (7)的1H和13C NMR谱进行了全归属.

关键词: 重氮萘醌,  光解, 四氢呋喃, 二氧六环, 冠醚

Abstract:

Photolysis of 2-methyl-naphthoquinone diazide produced 2-methyl-4-spiro (2′-tetrahydro-pyran)naphthalenone (3) and 2-methyl-4-(2′-tetrah ydrofur an)naphthol (4) in tetrhydrofuran, and 2-methyl-4-spiro[7′-(1 ′4′-dioxah eptane)]naphthalenone (5), 2-methyl-4-(2′-dioxanyl)naphthol (6) and bis(2 -methyl-1,4-naphthalene)22-crown-6 (7) in dioxane. The structur es of these  compounds were elucidated by 2D NMR spectroscopy and their 1H and 13C NMR spectra were totally assigned. 

Key words: naphthoquinone diazide, photolysis, tetrah ydrofuran, dioxane, crown ether

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