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Unexpected Intramolecular Cyclization of 2-(Perfluoroalkyl)tetraarylporphyrin Radicals: Approaches for the Intramolecular Cyclization of 2-(Perfluoroalkyl)tetraarylporphyrin Radicals

  1. Zhuo Zeng1,
  2. Chao Liu2,
  3. Li-Mei Jin2,
  4. Can-Cheng Guo1,
  5. Qing-Yun Chen1,2

Article first published online: 11 JAN 2005

DOI: 10.1002/ejoc.200400482

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2005, Issue 2, pages 306–316, January 2005

Additional Information

How to Cite

Zeng, Z., Liu, C., Jin, L.-M., Guo, C.-C. and Chen, Q.-Y. (2005), Unexpected Intramolecular Cyclization of 2-(Perfluoroalkyl)tetraarylporphyrin Radicals: Approaches for the Intramolecular Cyclization of 2-(Perfluoroalkyl)tetraarylporphyrin Radicals. European Journal of Organic Chemistry, 2005: 306–316. doi: 10.1002/ejoc.200400482

Author Information

  1. 1

    College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China

  2. 2

    Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, 200032, China Fax: + 86-21-6416-6128

Publication History

  1. Issue published online: 11 JAN 2005
  2. Article first published online: 11 JAN 2005
  3. Manuscript Received: 9 JUL 2004

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Keywords:

  • Cyclization;
  • Fused-ring systems;
  • Porphyrinoids / Radicals

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Abstract

β-(Perfluoroalkyl)tetraarylporphyrin radicals, generated by the reaction of I(CF2)nX (n = 2−5; X = I, Cl) with porphyrins in the presence of Na2S2O4/NaHCO3 in DMSO/CH2Cl2 or DMSO, undergo cyclizations at the ortho position of a neighbouring phenyl ring and/or adjacent pyrrolic unit to give five-, six-, seven-, and eight-membered fused porphyrins. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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