Bottom-Up Synthesis of Multiply Fused PdII Anthriporphyrinoids Article Swipe
Xinrun Ge
,
Yutao Rao
,
Ling Xu
,
Mingbo Zhou
,
Ryo Kurosaki
,
Naoki Aratani
,
Atsuhiro Osuka
,
Jianxin Song
·
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.1021/acscentsci.2c01218
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.1021/acscentsci.2c01218
Anthriporphyrinoid and its dimeric homologues were synthesized by Suzuki-Miyaura coupling and subsequent oxidation. Both porphyrinoids were smoothly converted to their PdII complexes and were further decorated by Suzuki-Miyaura coupling with thiophene derivatives and subsequent oxidative fusion reaction to provide multiply fused compounds. Most PdII anthriporphyrinoids have been structurally well characterized to be planar for monomeric and helically twisted for dimeric species. The dimeric anthriporphyrinoids show paratropic ring currents due to their global antiaromatic networks, the extent of which increases with an increase of conjugated network. Multiply fused dimeric anthriporphyrinoids show helical structures, fully reversible six redox potentials, small HOMO-LUMO gaps, and absorption tails reaching in the near-infrared region, suggesting the high potential of this approach to explore molecular graphene. Optical separations of the dimeric helical species were accomplished, and racemization barrier heights were determined.
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- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1021/acscentsci.2c01218
- https://pubs.acs.org/doi/pdf/10.1021/acscentsci.2c01218
- OA Status
- diamond
- Cited By
- 4
- References
- 24
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4311937311
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- OpenAlex ID
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https://openalex.org/W4311937311Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1021/acscentsci.2c01218Digital Object Identifier
- Title
-
Bottom-Up Synthesis of Multiply Fused PdII AnthriporphyrinoidsWork title
- Type
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articleOpenAlex work type
- Language
-
enPrimary language
- Publication year
-
2022Year of publication
- Publication date
-
2022-12-08Full publication date if available
- Authors
-
Xinrun Ge, Yutao Rao, Ling Xu, Mingbo Zhou, Ryo Kurosaki, Naoki Aratani, Atsuhiro Osuka, Jianxin SongList of authors in order
- Landing page
-
https://doi.org/10.1021/acscentsci.2c01218Publisher landing page
- PDF URL
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https://pubs.acs.org/doi/pdf/10.1021/acscentsci.2c01218Direct link to full text PDF
- Open access
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YesWhether a free full text is available
- OA status
-
diamondOpen access status per OpenAlex
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https://pubs.acs.org/doi/pdf/10.1021/acscentsci.2c01218Direct OA link when available
- Concepts
-
Antiaromaticity, Conjugated system, Chemistry, Monomer, Thiophene, HOMO/LUMO, Oxidative coupling of methane, Ring (chemistry), Crystallography, Stereochemistry, Photochemistry, Aromaticity, Molecule, Polymer, Organic chemistry, CatalysisTop concepts (fields/topics) attached by OpenAlex
- Cited by
-
4Total citation count in OpenAlex
- Citations by year (recent)
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2025: 1, 2024: 3Per-year citation counts (last 5 years)
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24Number of works referenced by this work
- Related works (count)
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10Other works algorithmically related by OpenAlex
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