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Synthesis and Physical Properties of a Perylene Diimide-Embedded Chiral Conjugated Macrocycle
Herein, we report the facile synthesis and properties of a chiral perylene diimide (PDI)-embedded conjugated macrocycle (cyclo[6]paraphenylene-1,7-perylene diimide, ) by Pd-catalyzed Suzuki coupling and a subsequent reductive aromatization reaction in two steps. The PDI-embedded conjugated macrocycl...
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Published in: | Organic letters 2023-02, Vol.25 (7), p.1183-1187 |
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container_title | Organic letters |
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creator | Li, Along Zhang, Xinyu Wang, Shengda Wei, Kang Du, Pingwu |
description | Herein, we report the facile synthesis and properties of a chiral perylene diimide (PDI)-embedded conjugated macrocycle (cyclo[6]paraphenylene-1,7-perylene diimide,
) by Pd-catalyzed Suzuki coupling and a subsequent reductive aromatization reaction in two steps. The PDI-embedded conjugated macrocycle showed a significant redshift (>110 nm for absorption) compared to the PDI molecule. Moreover, efficient resolution of chiral enantiomers with
was achieved by high-performance liquid chromatography, and their chiral properties were investigated by circular dichroism spectroscopy. The realization of
expands the scope of the precise synthesis of PDI-embedded chiral conjugated macrocycles and explores its unique physical properties. |
doi_str_mv | 10.1021/acs.orglett.3c00152 |
format | article |
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) by Pd-catalyzed Suzuki coupling and a subsequent reductive aromatization reaction in two steps. The PDI-embedded conjugated macrocycle showed a significant redshift (>110 nm for absorption) compared to the PDI molecule. Moreover, efficient resolution of chiral enantiomers with
was achieved by high-performance liquid chromatography, and their chiral properties were investigated by circular dichroism spectroscopy. The realization of
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was achieved by high-performance liquid chromatography, and their chiral properties were investigated by circular dichroism spectroscopy. The realization of
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) by Pd-catalyzed Suzuki coupling and a subsequent reductive aromatization reaction in two steps. The PDI-embedded conjugated macrocycle showed a significant redshift (>110 nm for absorption) compared to the PDI molecule. Moreover, efficient resolution of chiral enantiomers with
was achieved by high-performance liquid chromatography, and their chiral properties were investigated by circular dichroism spectroscopy. The realization of
expands the scope of the precise synthesis of PDI-embedded chiral conjugated macrocycles and explores its unique physical properties.</abstract><cop>United States</cop><pmid>36786519</pmid><doi>10.1021/acs.orglett.3c00152</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-2715-0979</orcidid></addata></record> |
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title | Synthesis and Physical Properties of a Perylene Diimide-Embedded Chiral Conjugated Macrocycle |
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