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- Title
Synthesis of a Tetrabenzotetraaza[8]circulene by a 'Fold-In' Oxidative Fusion Reaction.
- Authors
Chen, Fengkun; Hong, Yong Seok; Shimizu, Soji; Kim, Dongho; Tanaka, Takayuki; Osuka, Atsuhiro
- Abstract
Tetrabenzotetraaza[8]circulene ( 1) has been synthesized in good yield by a 'fold-in' oxidative fusion reaction of a 1,2-phenylene-bridged cyclic tetrapyrrole. X-ray diffraction analysis of 1 has revealed a planar square structure with a central cyclooctatetraene (COT) core that shows little alternation of the bond lengths. Despite these structural features, 1 shows aromatic-like character, such as sharp absorption bands, high fluorescence quantum yields ( ΦF=0.55 in THF), and a single exponential fluorescence decay with τF=3.8 ns. These observations indicate a dominant contribution of an [8]radialene-like π conjugation and hence aromatic character of the local aromatic segments in 1.
- Subjects
NUCLEAR fusion; CYCLOOCTATETRAENES; FLUORESCENCE yield; SINGLE crystals; X-ray diffraction
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 36, p10785
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201505124