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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 9: 1950 - 1954

DOI: https://doi.org/10.6023/cjoc201304042

Articles

Synthesis of Thiacrown Ether and Nitrogen Crown Ether by Photoinduced Single Electron Transfer Reaction

  • Liang Boying ,
  • Jin Yingxue ,
  • Yu Shasha ,
  • Qu Fengyu ,
  • Tan Guanghui
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  • College of Chemistry & Chemical Engineering, Harbin Normal University, Harbin 150025

Received date: 2013-04-25

  Revised date: 2013-05-28

  Online published: 2013-06-09

Supported by

Project supported by the National Natural Sciences Foundation of China (Nos. 20972036, 21272048), the Natural Sciences Foundatjion of Heilongjiang Province (No. B20913), and the Program for Scientific Technological Innovation Team Construction in Universities of Heilongjiang Province (No. 211TD010)

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Abstract

Novel intramolecularly electronical donor-acceptor systems of N-(trimethylsilyl teminated enesulfenyl ether)phthalimide (1) and N-(trimethylsilyl teminated nitrogen ether)phthalimide (2) were synthesized. Compounds 1 and 2 were irradiated in methanol and the photoinduced intramolecular single electron transfer provided thiacrown ether (3) and nitrogen crown ether (4) with high yield and high regioselectivity. Structures of compounds 1～4 were characterized by MS, NMR data.

Key words： photoreaction; single electron transfer (SET); thiacrown ether; nitrogen crown ether; regioselectivity

Cite this article

Liang Boying , Jin Yingxue , Yu Shasha , Qu Fengyu , Tan Guanghui . Synthesis of Thiacrown Ether and Nitrogen Crown Ether by Photoinduced Single Electron Transfer Reaction[J]. Chinese Journal of Organic Chemistry, 2013 , 33(9) : 1950 -1954 . DOI: 10.6023/cjoc201304042

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