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Neo‐Fused Hexaphyrin: A Molecular Puzzle Containing an N‐Linked Pentaphyrin
Authors:Pingchun Wei  Kai Zhang  Dr. Xin Li  Deying Meng  Prof. Dr. Hans Ågren  Prof. Dr. Zhongping Ou  Prof. Dr. Seikweng Ng  Prof. Dr. Hiroyuki Furuta  Prof. Dr. Yongshu Xie
Affiliation:1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, Shanghai 200237 (P. R. China);2. Department of Theoretical Chemistry and Biology, School of Biotechnology, KTH Royal Institute of Technology, SE‐10691 Stockholm (Sweden);3. School of Chemistry & Chemical Engineering, Jiangsu University, Zhenjiang 212013 (P. R. China);4. Department of Chemistry, University of Malaya, Kuala Lumpur and Chemistry Department, King Abdulaziz University (Saudi Arabia);5. Center for Molecular Systems, Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Fukuoka 819‐0395 (Japan)
Abstract:The first neo‐confused hexaphyrin(1.1.1.1.1.0) was synthesized by oxidative ring closure of a hexapyrrane bearing two terminal “confused” pyrroles. The new compound displays a folded conformation with a short interpyrrolic C???N distance of 3.102 Å, and thus it readily underwent ring fusion to afford a neo‐fused hexaphyrin with an unprecedented 5,5,5,7‐tetracyclic ring structure. Furthermore, coordination of CuII triggered a ring opening/contracting reaction to afford a CuII complex of an N‐linked pentaphyrin derivative. The roles of reactive N? C bonds in the porphyrinoid macrocycles were demonstrated.
Keywords:fused‐ring systems  hexaphyrins  macrocycles  pentaphyrins  porphyrinoids
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