Synthesis, Crystal Analyses, and Chiroptical Properties of Coumarin-Containing Helicenes

Four novel coumarin-containing arenes bearing a [5]/[6]helicene unit (<b>5</b>, <b>7</b>, <b>11</b>, and <b>13</b>) have been readily synthesized and structurally verified by X-ray crystallographic analysis. The chiral resolution of molecules <b>7</b>, <b>11</b>, and <b>13</b> has enabled a detailed investigation of their chiroptical properties and the kinetics of enantiomerization, manifesting that the [6]helicenes <b>11</b> and <b>13</b> exhibit a more enhanced chiroptical response compared to [5]helicene <b>7</b>.

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Publication Details

Journal
Organic Letters
Published
2025-09-09
DOI
https://doi.org/10.1021/acs.orglett.5c03046
Citations
1
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.94
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article

Synthesis, Crystal Analyses, and Chiroptical Properties of Coumarin-Containing Helicenes

Jiawei Gao, Jinchong Xiao, Chengxiu Wang, Ran Zhang et al.
1 citations
Organic Letters
Synthesis and Properties of Aromatic Compounds
0.94
article

Synthesis, Crystal Analyses, and Chiroptical Properties of Coumarin-Containing Helicenes

Jiawei Gao, Jinchong Xiao, Chengxiu Wang, Ran Zhang, Yanjie Zhu, Shiyong Li, Guofeng Chen
article en
1 citations

Abstract

Four novel coumarin-containing arenes bearing a [5]/[6]helicene unit (<b>5</b>, <b>7</b>, <b>11</b>, and <b>13</b>) have been readily synthesized and structurally verified by X-ray crystallographic analysis. The chiral resolution of molecules <b>7</b>, <b>11</b>, and <b>13</b> has enabled a detailed investigation of their chiroptical properties and the kinetics of enantiomerization, manifesting that the [6]helicenes <b>11</b> and <b>13</b> exhibit a more enhanced chiroptical response compared to [5]helicene <b>7</b>.

Organic LettersVol. 27(37)
Hebei Chemical and Pharmaceutical College (CN), State Key Laboratory of Synthetic Chemistry (CN), Hebei University (CN)
Openalex Percentile: Top 22%
Synthesis and Properties of Aromatic Compounds
0.94
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Synthesis, Crystal Analyses, and Chiroptical Properties of Coumarin-Containing Helicenes — Jiawei Gao, Jinchong Xiao, et al. · Organic Letters (2025) | TGRS Research Map | TGRS