Structures and Photophysical Properties of a 1,8-Anthrylene-Ethenylene Cyclic Tetramer

A cyclic compound consisting of four 10-mesityl-1,8-anthrylene units and four (E)-ethenylene linkers was synthesized by alkene metathesis, the Mizoroki-Heck reaction, and the Suzuki-Miyaura coupling reaction as a new macrocyclic pi-conjugated compound. X-ray analysis and DFT calculations revealed th...

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Bibliographic Details
Published inChemistry letters Vol. 46; no. 12; pp. 1836 - 1838
Main Authors Inoue, Masataka, Komori, Takashi, Iwanaga, Tetsuo, Toyota, Shinji
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 05.12.2017
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ACETYLENE
SPECTROSCOPIC PROPERTIES
DIMERS
OLIGOMERS
Macrocyclic pi-conjugated compound
Cross-coupling reaction
LINKERS
MACROCYCLIC FRAMEWORK
CONSTRUCTION
CHEMISTRY
DYNAMIC-BEHAVIOR
1,8-Anthrylene-ethenylene cyclic tetramer
ARCHITECTURES
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Summary:A cyclic compound consisting of four 10-mesityl-1,8-anthrylene units and four (E)-ethenylene linkers was synthesized by alkene metathesis, the Mizoroki-Heck reaction, and the Suzuki-Miyaura coupling reaction as a new macrocyclic pi-conjugated compound. X-ray analysis and DFT calculations revealed that this molecule had a relatively rigid square-prism structure with two pairs of well-separated anthracene planes. Remarkable solvent effects on the UV-vis and fluorescence spectra of this compound were noted.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.170884