Abstract
A series of axially chiral peri-xanthenoxanthenes (PXXs) were synthesized from 1,1′-bi-2-naphthol without optical resolution. These are the first examples of chiral PXXs. Among them, PXX 5 with two naphthalene rings connected via a methylenedioxy bridge and a chiral axis displayed intense fluorescence (FL) and circularly polarized luminescence (CPL) both in solution (φFL of 0.72 and |glum| of 1.4 × 10-3) and in the solid state (φFL of 0.13 and |glum| of 4.8 × 10-3). The bridged structure of PXX 5 adjusts the angle between the vectors of the electric and magnetic transition dipole moments, which is essential for showing intense CPL activity.
| Original language | English |
|---|---|
| Pages (from-to) | 11852-11857 |
| Number of pages | 6 |
| Journal | Journal of the American Chemical Society |
| Volume | 141 |
| Issue number | 30 |
| DOIs | |
| Publication status | Published - Jul 31 2019 |
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ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
Axially Chiral peri-Xanthenoxanthenes as a Circularly Polarized Luminophore. / Takaishi, Kazuto; Hinoide, Sakiko; Matsumoto, Tomoki; Ema, Tadashi.
In: Journal of the American Chemical Society, Vol. 141, No. 30, 31.07.2019, p. 11852-11857.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Axially Chiral peri-Xanthenoxanthenes as a Circularly Polarized Luminophore
AU - Takaishi, Kazuto
AU - Hinoide, Sakiko
AU - Matsumoto, Tomoki
AU - Ema, Tadashi
PY - 2019/7/31
Y1 - 2019/7/31
N2 - A series of axially chiral peri-xanthenoxanthenes (PXXs) were synthesized from 1,1′-bi-2-naphthol without optical resolution. These are the first examples of chiral PXXs. Among them, PXX 5 with two naphthalene rings connected via a methylenedioxy bridge and a chiral axis displayed intense fluorescence (FL) and circularly polarized luminescence (CPL) both in solution (φFL of 0.72 and |glum| of 1.4 × 10-3) and in the solid state (φFL of 0.13 and |glum| of 4.8 × 10-3). The bridged structure of PXX 5 adjusts the angle between the vectors of the electric and magnetic transition dipole moments, which is essential for showing intense CPL activity.
AB - A series of axially chiral peri-xanthenoxanthenes (PXXs) were synthesized from 1,1′-bi-2-naphthol without optical resolution. These are the first examples of chiral PXXs. Among them, PXX 5 with two naphthalene rings connected via a methylenedioxy bridge and a chiral axis displayed intense fluorescence (FL) and circularly polarized luminescence (CPL) both in solution (φFL of 0.72 and |glum| of 1.4 × 10-3) and in the solid state (φFL of 0.13 and |glum| of 4.8 × 10-3). The bridged structure of PXX 5 adjusts the angle between the vectors of the electric and magnetic transition dipole moments, which is essential for showing intense CPL activity.
UR - http://www.scopus.com/inward/record.url?scp=85070532372&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85070532372&partnerID=8YFLogxK
U2 - 10.1021/jacs.9b06240
DO - 10.1021/jacs.9b06240
M3 - Article
C2 - 31322357
AN - SCOPUS:85070532372
VL - 141
SP - 11852
EP - 11857
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 30
ER -