File:Synthesis of Axially Chiral Cationic Benzo-c-phenanthridinium Derivatives (MédiHAL 3856925).jpg
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Summary
[edit]DescriptionSynthesis of Axially Chiral Cationic Benzo-c-phenanthridinium Derivatives (MédiHAL 3856925).jpg |
English: Cationic polycyclic aromatic compounds containing one or more nitrogen atom(s), also known as azonia polycyclic aromatic compounds, form a valuable class of molecules because of their fluorescent and/or medicinal properties. N-Arylated hydroisoquinoline derivatives were synthesized through an aryne aza-Diels–Alder cycloaddition/N-arylation sequence. A subsequent two-electron oxidation allowed the synthesis of some axially chiral cationic benzo[c]phenanthridinium derivatives. The structural and optical properties of some of these molecules were determined. Their chirality was evidenced experimentally by single-crystal X-ray diffraction and 1H NMR spectroscopy, and their conformational behavior was examined by computational DFT methods. |
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Date | Taken on 2 November 2022 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Source | Synthesis of Axially Chiral Cationic Benzo[cphenanthridinium Derivatives] | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Author |
Brian Castro Agudelo, Florian Rigoulet, Michel Giorgi, Babak Sayah, Jean Rodriguez, Yoann Coquerel
creator QS:P170,Q57562582
institution QS:P195,Q30295259
institution QS:P195,Q2302586
institution QS:P195,Q3152386
institution QS:P195,Q280413 |
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Keywords InfoField | Azadienes; DFT; Rotamers; Axial chirality; Fluorescence; Crystallography; Arynes; Azonia compounds |
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[edit]Public domainPublic domainfalsefalse |
This work is in the public domain in France for one of the following reasons:
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Short title | Synthesis of Axially Chiral Cationic Benzo[c]phenanthridinium Derivatives |
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Headline | Synthesis of Axially Chiral Cationic Benzo[c]phenanthridinium Derivatives |
Author |
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Image title | Cationic polycyclic aromatic compounds containing one or more nitrogen atom(s), also known as azonia polycyclic aromatic compounds, form a valuable class of molecules because of their fluorescent and/or medicinal properties. N-Arylated hydroisoquinoline derivatives were synthesized through an aryne aza-Diels?Alder cycloaddition/N-arylation sequence. A subsequent two-electron oxidation allowed the synthesis of some axially chiral cationic benzo[c]phenanthridinium derivatives. The structural and optical properties of some of these molecules were determined. Their chirality was evidenced experimentally by single-crystal X-ray diffraction and 1H NMR spectroscopy, and their conformational behavior was examined by computational DFT methods. |
JPEG file comment | CREATOR: gd-jpeg v1.0 (using IJG JPEG v62), quality = 75 |
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