Data-driven Electrochemical One-pot Synthesis of Double Hetero[7]dehydrohelicene
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- SALEM Mohamed S. H.
- SANKEN, Osaka University Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Suez Canal University
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- SHARMA Rubal
- SANKEN, Osaka University Graduate School of Pharmaceutical Sciences, Osaka University
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- KHALID Md. Imrul
- SANKEN, Osaka University
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- SASI Meghna
- SANKEN, Osaka University
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- AMASAKI Ryo
- Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University
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- IMAI Yoshitane
- Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University
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- ARISAWA Mitsuhiro
- Graduate School of Pharmaceutical Sciences, Osaka University
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- TAKIZAWA Shinobu
- SANKEN, Osaka University
抄録
<p>The pursuit of chiral nanographenes with robust chiral stability and good chiroptical responses is of great interest for material-based applications. However, the most reported preparation processes involve intricate synthetic pathways and harsh conditions, resulting in readily epimerization due to their low epimerization barriers. In this study, we present a streamlined one-pot electrochemical synthesis for a novel double oxaza[7]dehydrohelicene, characterized by a substantial epimerization barrier (33.8 kcal mol−1) and notable chiroptical responses (|glum| = 1.5 × 10−3). To optimize the electrochemical conditions efficiently, we applied a Bayesian optimization (BO) approach with expected improvement (EI) or lower confidence bound (LCB) as an acquisition function, aiming to maximize exploration and exploitation while minimizing the number of experiments needed to identify global maxima. Additionally, the structural and optical features of this molecule have been studied using X-ray crystallographic analysis, and the absorption and emission behaviors were rationalized based on DFT calculations.</p>
収録刊行物
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- Electrochemistry
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Electrochemistry 91 (11), 112015-112015, 2023-11-28
公益社団法人 電気化学会
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詳細情報 詳細情報について
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- CRID
- 1390861228326674816
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- ISSN
- 21862451
- 13443542
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- Crossref
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- 抄録ライセンスフラグ
- 使用可