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[ n ]Cyclo‐3,6‐phenanthrenylenes: Synthesis, Structure, and Fluorescence
Author(s) -
Tian Yi,
Ikemoto Koki,
Sato Sota,
Isobe Hiroyuki
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700563
Subject(s) - congener , fluorescence , crystal structure , phenanthrene , chemistry , monomer , stereochemistry , absorption (acoustics) , phenanthrenes , crystallography , photochemistry , materials science , polymer , organic chemistry , physics , optics , composite material
Five congeners of [ n ]cyclo‐3,6‐phenanthrenylene with 3, 4, 5, 7, and 8 panels were obtained from one‐pot macrocyclization of dibromophenanthrene, and their crystal structures with diverse molecular shapes were revealed by X‐ray crystallography. The compounds, except the four‐panel congener, were highly fluorescent in solution, with quantum yields up to 85 %. The least fluorescent four‐panel congener showed the smallest change in its absorption spectrum from that of monomeric phenanthrene, which provided an interesting structure–activity relationship for fluorescent macrocycles to guide future studies.