A doubly alkynylpyrene-threaded [4]rotaxane that exhibits strong circularly polarized luminescence from the spatially restricted excimer

Masahiko Inouye; Koichiro Hayashi; Yuki Yonenaga; Tatsuya Itou; Kazuhisa Fujimoto; Takaaki Uchida; Munetaka Iwamura; Nozaki Koichi

doi:10.1002/anie.201408193

A doubly alkynylpyrene-threaded [4]rotaxane that exhibits strong circularly polarized luminescence from the spatially restricted excimer

Masahiko Inouye, Koichiro Hayashi, Yuki Yonenaga, Tatsuya Itou, Kazuhisa Fujimoto, Takaaki Uchida, Munetaka Iwamura, Nozaki Koichi

Research output: Contribution to journal › Article › peer-review

164 Scopus citations

Abstract

The Sonogashira coupling of g -CD-encapsulated alkynylpyrenes with terphenyl-type stopper molecules gave a doubly alkynylpyrene-threaded [4]rotaxane. The rotaxane showed only excimer emission, with a high fluorescence quantum yield of Fcy f = 0.37, arising from the spatially restricted excimer within the cavity of the g-CD. The excimer emission suffered little from self-quenching up to a concentration of 1.5 × 10×5 m and was circularly polarized with a high glum value of -1.5 × 10^-2. The strong circularly polarized luminescence may result from the two stacked pyrenes existing in the rotaxane in an asymmetrically twisted manner.

Original language	English
Pages (from-to)	14392-14396
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	53
Issue number	52
DOIs	https://doi.org/10.1002/anie.201408193
State	Published - 2014/12/22

Keywords

Chirality
Circularly polarized luminescence
Cyclodextrins
Excimer emission
Rotaxanes

ASJC Scopus subject areas

Catalysis
General Chemistry

Access to Document

10.1002/anie.201408193

Cite this

@article{23fd0d8e89ad42849ea85e503ffd819a,

title = "A doubly alkynylpyrene-threaded [4]rotaxane that exhibits strong circularly polarized luminescence from the spatially restricted excimer",

abstract = "The Sonogashira coupling of g -CD-encapsulated alkynylpyrenes with terphenyl-type stopper molecules gave a doubly alkynylpyrene-threaded [4]rotaxane. The rotaxane showed only excimer emission, with a high fluorescence quantum yield of Fcy f = 0.37, arising from the spatially restricted excimer within the cavity of the g-CD. The excimer emission suffered little from self-quenching up to a concentration of 1.5 × 10×5 m and was circularly polarized with a high glum value of -1.5 × 10-2. The strong circularly polarized luminescence may result from the two stacked pyrenes existing in the rotaxane in an asymmetrically twisted manner.",

keywords = "Chirality, Circularly polarized luminescence, Cyclodextrins, Excimer emission, Rotaxanes",

author = "Masahiko Inouye and Koichiro Hayashi and Yuki Yonenaga and Tatsuya Itou and Kazuhisa Fujimoto and Takaaki Uchida and Munetaka Iwamura and Nozaki Koichi",

year = "2014",

month = dec,

day = "22",

doi = "10.1002/anie.201408193",

language = "英語",

volume = "53",

pages = "14392--14396",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "52",

}

TY - JOUR

T1 - A doubly alkynylpyrene-threaded [4]rotaxane that exhibits strong circularly polarized luminescence from the spatially restricted excimer

AU - Inouye, Masahiko

AU - Hayashi, Koichiro

AU - Yonenaga, Yuki

AU - Itou, Tatsuya

AU - Fujimoto, Kazuhisa

AU - Uchida, Takaaki

AU - Iwamura, Munetaka

AU - Koichi, Nozaki

PY - 2014/12/22

Y1 - 2014/12/22

N2 - The Sonogashira coupling of g -CD-encapsulated alkynylpyrenes with terphenyl-type stopper molecules gave a doubly alkynylpyrene-threaded [4]rotaxane. The rotaxane showed only excimer emission, with a high fluorescence quantum yield of Fcy f = 0.37, arising from the spatially restricted excimer within the cavity of the g-CD. The excimer emission suffered little from self-quenching up to a concentration of 1.5 × 10×5 m and was circularly polarized with a high glum value of -1.5 × 10-2. The strong circularly polarized luminescence may result from the two stacked pyrenes existing in the rotaxane in an asymmetrically twisted manner.

AB - The Sonogashira coupling of g -CD-encapsulated alkynylpyrenes with terphenyl-type stopper molecules gave a doubly alkynylpyrene-threaded [4]rotaxane. The rotaxane showed only excimer emission, with a high fluorescence quantum yield of Fcy f = 0.37, arising from the spatially restricted excimer within the cavity of the g-CD. The excimer emission suffered little from self-quenching up to a concentration of 1.5 × 10×5 m and was circularly polarized with a high glum value of -1.5 × 10-2. The strong circularly polarized luminescence may result from the two stacked pyrenes existing in the rotaxane in an asymmetrically twisted manner.

KW - Chirality

KW - Circularly polarized luminescence

KW - Cyclodextrins

KW - Excimer emission

KW - Rotaxanes

UR - http://www.scopus.com/inward/record.url?scp=84919626081&partnerID=8YFLogxK

U2 - 10.1002/anie.201408193

DO - 10.1002/anie.201408193

M3 - 学術論文

C2 - 25349047

AN - SCOPUS:84919626081

SN - 1433-7851

VL - 53

SP - 14392

EP - 14396

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 52

ER -

A doubly alkynylpyrene-threaded [4]rotaxane that exhibits strong circularly polarized luminescence from the spatially restricted excimer

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this