ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Chiral Perylene Bisimide Dyes by Interlocked Arene Substituents in the Bay Area.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 45 citations in OpenAlex.
- A Mechanical Planar Chiral Rotaxane Induces Single-Handed Helicity in a Twisted Perylene Diimide.Angewandte Chemie (International ed. in English) · 2026Article
- Dynamics and Conformational Stability of Chiral Bay-Phenolate-Substituted Twisted Octaazaperopyrenedioxides (OAPPDOs).Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Chirally locked and dynamic bis-perylene diimide macrocycles with multiple sources of chirality.Communications chemistry · 2026Article
- Circular Dichroism and Multiphoton Circularly Polarized Luminescence Switching Using a Bis-perylene Diimide Macrocycle.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Investigating Bay-Substituted 6,7-Dihydrodibenzo[The Journal of organic chemistry · 2025Article
- Investigating the diastereoselective synthesis of a macrocycle under Curtin-Hammett control.Chemical science · 2024Article
- A Chirally Locked Bis-perylene Diimide Macrocycle: Consequences for Chiral Self-Assembly and Circularly Polarized Luminescence.Journal of the American Chemical Society · 2024Article
- Silicon- and Germanium-Functionalized Perylene Diimides: Synthesis, Optoelectronic Properties, and Their Application as Non-fullerene Acceptors in Organic Solar Cells.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- π-Extended benzo[1,2:4,5]di[7]annulene bis(dicarboximide)s - a new class of non-alternant polycyclic aromatic dicarboximides.Chemical science · 2023Article
- Preferential molecular recognition of heterochiral guests within a cyclophane receptor.Nature communications · 2023Article
- Peri-Functionalized Tetraazaperylenes: Strong Emitters for Molecular Polaritonics.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Peri-Decoration of a Tetraazaperylene with Urea Units: Chiral Octaazaperopyrenedioxides (OAPPDOs) and Their Optical and Chiroptical Properties.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- The Pink Box: Exclusive Homochiral Aromatic Stacking in a Bis-perylene Diimide Macrocycle.Journal of the American Chemical Society · 2022Article
- Enantioselective Recognition of Helicenes by a Tailored Chiral Benzo[ghi]perylene Trisimide π-Scaffold.Angewandte Chemie (International ed. in English) · 2022Article
- Chiral Perylene Bisimide Dyes by Interlocked Arene Substituents in the Bay Area.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A series of perylene bisimide (PBI) dyes bearing various aryl substituents in 1,6,7,12 bay positions has been synthesized by Suzuki cross-coupling reaction. These molecules exhibit an exceptionally large and conformationally fixed twist angle of the PBI π-core due to the high steric congestion imparted by the aryl substituents in bay positions. Single crystal X-ray analyses of phenyl-, naphthyl- and pyrenyl-functionalized PBIs reveal interlocked π-π-stacking motifs, leading to conformational chirality and the possibility for the isolation of enantiopure atropoisomers by semipreparative HPLC. The interlocked arrangement endows these molecules with substantial racemization barriers of about 120 kJ mol
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.