Palladium-Catalyzed Annulation Reaction of Bay-Diiodinated Arenes with o‑Chloroaromatic Carboxylic Acids to Access Polycyclic Aromatic Compounds
A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic...
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| Published in | Journal of organic chemistry Vol. 89; no. 21; pp. 15665 - 15677 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
01.11.2024
Amer Chemical Soc |
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| Online Access | Get full text |
| ISSN | 0022-3263 1520-6904 1520-6904 |
| DOI | 10.1021/acs.joc.4c01785 |
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| Abstract | A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties. |
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| AbstractList | A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties. A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties. A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties.A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties. A palladium-catalyzed annulation reaction of bay-diiodinated arenes with -chloroaromatic carboxylic acids was established. This approach enables the synthesis of a variety of polycyclic aromatic compounds, especially polyalkoxy-substituted polycyclic aromatic compounds, frequently found in discotic liquid-crystalline materials. The investigations indicate that the product 2,3,8,9,12,13-hexakis(hexyloxy)-5-azadibenzo[fg,op]tetracene demonstrates favorable room-temperature liquid-crystalline properties. |
| Author | Li, Song Cui, Cheng-Rong Wang, Bi-Qin Xiang, Shi-Kai Feng, Chun Shi, Yingbo Huang, Na |
| AuthorAffiliation | College of Chemistry and Materials Science |
| AuthorAffiliation_xml | – name: College of Chemistry and Materials Science |
| Author_xml | – sequence: 1 givenname: Song surname: Li fullname: Li, Song – sequence: 2 givenname: Cheng-Rong surname: Cui fullname: Cui, Cheng-Rong – sequence: 3 givenname: Na surname: Huang fullname: Huang, Na – sequence: 4 givenname: Bi-Qin surname: Wang fullname: Wang, Bi-Qin – sequence: 5 givenname: Chun orcidid: 0000-0002-8049-1772 surname: Feng fullname: Feng, Chun – sequence: 6 givenname: Yingbo orcidid: 0000-0003-0004-9157 surname: Shi fullname: Shi, Yingbo email: ybshi@sicnu.edu.cn – sequence: 7 givenname: Shi-Kai orcidid: 0000-0002-7293-8546 surname: Xiang fullname: Xiang, Shi-Kai email: xiangsk@sicnu.edu.cn |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/39396198$$D View this record in MEDLINE/PubMed |
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| Keywords | TRIPHENYLENES ACTIVATION 2-IODOBIPHENYLS LIQUID-CRYSTALS CYCLES C-C COPOLYMERS EXTENSION |
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| Snippet | A palladium-catalyzed annulation reaction of bay-diiodinated arenes with o-chloroaromatic carboxylic acids was established. This approach enables the synthesis... A palladium-catalyzed annulation reaction of bay-diiodinated arenes with -chloroaromatic carboxylic acids was established. This approach enables the synthesis... |
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| SubjectTerms | ambient temperature aromatic hydrocarbons Chemistry Chemistry, Organic organic chemistry Physical Sciences Science & Technology |
| Title | Palladium-Catalyzed Annulation Reaction of Bay-Diiodinated Arenes with o‑Chloroaromatic Carboxylic Acids to Access Polycyclic Aromatic Compounds |
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