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Neo‐Fused Hexaphyrin: A Molecular Puzzle Containing an N‐Linked Pentaphyrin
Author(s) -
Wei Pingchun,
Zhang Kai,
Li Xin,
Meng Deying,
Ågren Hans,
Ou Zhongping,
Ng Seikweng,
Furuta Hiroyuki,
Xie Yongshu
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201408307
Subject(s) - ring (chemistry) , chemistry , derivative (finance) , stereochemistry , closure (psychology) , combinatorial chemistry , organic chemistry , economics , financial economics , market economy
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 Cu II triggered a ring opening/contracting reaction to afford a Cu II complex of an N‐linked pentaphyrin derivative. The roles of reactive NC bonds in the porphyrinoid macrocycles were demonstrated.