Absorption spectra of calix[3]pyrrole analogs as probes for contracted macrocycles Article Swipe
Keita Watanabe
,
Ranajit Saha
,
Yuya Inaba
,
Yumehiro Manabe
,
Tomoki Yoneda
,
Yuki Ide
,
Yuh Hijikata
,
Yasuhide Inokuma
·
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.1142/s1088424622500754
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.1142/s1088424622500754
Calix[3]pyrrole and its furan derivatives exhibited bathochromically shifted lowest-energy electronic transition bands in their absorption spectra compared with their calix[4]- and calix[6]-pyrrole analogues, despite the repeating units being the same. We also observed fluorescence emission for calix[3]-type macrocycles. The Stokes shift of the furan/pyrrole hybrid macrocycles, calix[2]furan[1]-pyrrole, and calix[1]furan[2]pyrrole, substantially varied depending on the solvent polarity. Non-covalent interaction (NCI) analyses indicated enhanced interactions between neighboring aromatic rings in the calix[3]pyrrole macrocycle, whereas such interactions were weak in calix[4]pyrrole, in which the interchromophore distance is remarkably longer than in calix[3]pyrrole. Theoretical analyses indicated that the red-shifted, lowest-energy bands of calix[3]pyrrole correspond to HOMO–LUMO transitions, the energy gap of which was narrow compared with calix[4]pyrroles. The characteristic absorption bands for calix[3]pyrrole and its related macrocycles are useful as probes for distinguishing such macrocycles from higher calix[[Formula: see text]]pyrrole ([Formula: see text] 4) analogues that exhibit almost identical absorption spectra.
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Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1142/s1088424622500754
- OA Status
- green
- Cited By
- 4
- References
- 30
- Related Works
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- OpenAlex ID
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All OpenAlex metadata
Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W4309592405Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1142/s1088424622500754Digital Object Identifier
- Title
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Absorption spectra of calix[3]pyrrole analogs as probes for contracted macrocyclesWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2022Year of publication
- Publication date
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2022-11-16Full publication date if available
- Authors
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Keita Watanabe, Ranajit Saha, Yuya Inaba, Yumehiro Manabe, Tomoki Yoneda, Yuki Ide, Yuh Hijikata, Yasuhide InokumaList of authors in order
- Landing page
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https://doi.org/10.1142/s1088424622500754Publisher landing page
- Open access
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YesWhether a free full text is available
- OA status
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greenOpen access status per OpenAlex
- OA URL
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https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/91003/1/revised_MS.pdfDirect OA link when available
- Concepts
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Pyrrole, Chemistry, Furan, Absorption (acoustics), Photochemistry, Calixarene, Solvent, Absorption spectroscopy, Crystallography, HOMO/LUMO, Stereochemistry, Molecule, Organic chemistry, Materials science, Quantum mechanics, Physics, Composite materialTop concepts (fields/topics) attached by OpenAlex
- Cited by
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4Total citation count in OpenAlex
- Citations by year (recent)
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2024: 2, 2023: 2Per-year citation counts (last 5 years)
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30Number of works referenced by this work
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10Other works algorithmically related by OpenAlex
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