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- 高石 和人
- 岡山大学大学院自然科学研究科応用化学専攻
書誌事項
- タイトル別名
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- Synthesis of Circularly Polarized Luminescence Dyes Based on Chiral Naphthalene Oligomers
- キラルナフタレン タリョウタイ カラ ナル エン ヘンコウ ハッコウ シキソ ノ ゴウセイ
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説明
<p>We developed four types of naphthalene oligomer-based dyes showing intense circularly polarized luminescence (CPL). (1) A peri-xanthenoxanthene (PXX) with two naphthalene rings connected via a methylenedioxy bridge and a chiral axis displayed CPL. A bridged PXX dimer also showed CPL. The bridged structure adjusts the angle between the vectors of the electric and magnetic transition dipole moments, which is essential for showing CPL activity. (2) (R,R,R)-naphthalene tetramers possessing six fluorophores displayed excimer-CPL. The fluorophores form a twist excimer. The systematic study allowed us to find an empirical rule called the excimer chirality rule: right- and left-handed excimers exhibit (+)- and (−)-CPL, respectively. (3) Pyrenes sandwiched by (R)-2-hydroxybinaphthyls exhibited solvent-dependent inversion of the sign of CPL without a change in emission wavelength. The (−)- and (+)-CPL were detected in nonpolar and polar solvents, respectively. This switching property originates from the inversion of excimer chirality caused by the presence or absence of intermolecular hydrogen bonds in the excited state. (4) A binaphthyl-bipyridyl cyclic dyad exhibited ON/OFF properties in CPL by protonation/deprotonation. The switching properties resulted from an inversion of the bipyridyl axis mediated by intramolecular hydrogen bonds.</p>
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 78 (9), 846-855, 2020-09-01
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390567172568624896
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- NII論文ID
- 130007898763
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- NII書誌ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 030651831
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
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