TY - JOUR
T1 - Binaphthyl-Bipyridyl cyclic dyads as a chiroptical switch
AU - Takaishi, Kazuto
AU - Yasui, Makoto
AU - Ema, Tadashi
N1 - Funding Information:
This work was financially supported by JSPS KAKENHI Grant Nos. JP15K17826 and JP17K05786 and the Foundation for The Promotion of Ion Engineering. We thank Ms. Sakiko Hinoide of Okayama University for the synthesis of (Rnp)-6, Dr. Hiromi Ota of Okayama University for X-ray analyses, the N-BARD, Hiroshima University and JASCO Corporation for CPL measurements, and Otsuka Electronics Co., Ltd for measurements of the absolute fluorescence quantum yields.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/4/25
Y1 - 2018/4/25
N2 - A series of chiral cyclic dyads, axially chiral binaphthyls linked to a 3,3′-bipyridyl, was synthesized. The dyad 2 bearing methoxy groups exhibited ON/OFF properties in circularly polarized luminescence (CPL), yielding a |glum| of 1.6 × 10-3 or 0 without any change in fluorescence. This type of CPL switch is unprecedented. Regioisomer 4 exhibited a dextro/levo rotation switching ability in [α]D. X-ray structures as well as experimental and theoretical analyses suggested that the switching properties depended on conformational changes.
AB - A series of chiral cyclic dyads, axially chiral binaphthyls linked to a 3,3′-bipyridyl, was synthesized. The dyad 2 bearing methoxy groups exhibited ON/OFF properties in circularly polarized luminescence (CPL), yielding a |glum| of 1.6 × 10-3 or 0 without any change in fluorescence. This type of CPL switch is unprecedented. Regioisomer 4 exhibited a dextro/levo rotation switching ability in [α]D. X-ray structures as well as experimental and theoretical analyses suggested that the switching properties depended on conformational changes.
UR - http://www.scopus.com/inward/record.url?scp=85046026613&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85046026613&partnerID=8YFLogxK
U2 - 10.1021/jacs.8b01860
DO - 10.1021/jacs.8b01860
M3 - Article
C2 - 29652488
AN - SCOPUS:85046026613
SN - 0002-7863
VL - 140
SP - 5334
EP - 5338
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 16
ER -