TY - JOUR
T1 - Helical Oligonaphthodioxepins Showing Intense Circularly Polarized Luminescence (CPL) in Solution and in the Solid State
AU - Takaishi, Kazuto
AU - Yamamoto, Takahiro
AU - Hinoide, Sakiko
AU - Ema, Tadashi
N1 - Funding Information:
This work was supported by the JSPS KAKENHI Grant Number JP17K05786, the Kyoto Technoscience Center, and the Okayama Foundation for Science and Technology. We thank the Natural Science Center for Basic Research and Development (N-BARD), Hiroshima University for solution-state CPL measurements, JASCO Corporation for solid-state CPL measurements, Otsuka Electronics Co., Ltd for solid-state FL measurements, and Dr. Hiromi Ota of Okayama University for X-ray analyses.
Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/7/12
Y1 - 2017/7/12
N2 - A series of oligonaphthodioxepins was synthesized, revealing a helically arranged octamer, (R,R,R,R,R,R,R)-3, which showed intense circularly polarized luminescence (CPL) both in solution and in the solid state. The fluorescence quantum yields (ΦFL) in solution and in the solid state were 0.90 and 0.22, respectively, and the glum values in solution and in the solid state were +2.2×10−3 and +7.0×10−3, respectively. This is one of the highest solid-state CPL glum values yet reported. The high ΦFL and glum values were due to the rigidity, as well as to the fact that (R,R,R,R,R,R,R)-3 was a non-planar molecule. Moreover, (R,R,R,R,R,R,R)-3 was highly stable both chemically and stereochemically.
AB - A series of oligonaphthodioxepins was synthesized, revealing a helically arranged octamer, (R,R,R,R,R,R,R)-3, which showed intense circularly polarized luminescence (CPL) both in solution and in the solid state. The fluorescence quantum yields (ΦFL) in solution and in the solid state were 0.90 and 0.22, respectively, and the glum values in solution and in the solid state were +2.2×10−3 and +7.0×10−3, respectively. This is one of the highest solid-state CPL glum values yet reported. The high ΦFL and glum values were due to the rigidity, as well as to the fact that (R,R,R,R,R,R,R)-3 was a non-planar molecule. Moreover, (R,R,R,R,R,R,R)-3 was highly stable both chemically and stereochemically.
KW - axial chirality
KW - chiroptical property
KW - circularly polarized luminescence
KW - helical structures
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U2 - 10.1002/chem.201702143
DO - 10.1002/chem.201702143
M3 - Article
C2 - 28556999
AN - SCOPUS:85021338848
SN - 0947-6539
VL - 23
SP - 9249
EP - 9252
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 39
ER -