Generation of N,N-Di(4-bromophenyl)nitrenium Ion under Acidic Conditions : Search for a Nitrenium Dication
The behavior of the N,N-di(4-bromophenyl)nitrenium ion under acidic aqueous conditions was examined via laser flash photolysis experiments. A long-lived species forms and can be assigned as the cation radical or the dication. This species is unreactive toward nucleophiles and reactive toward strong electron donors, consistent with a cation radical. Mechanistic analysis indicates that its formation is through a separate pathway compared to that of the nitrenium ion, suggestive of a triplet mechanism.
Medienart: |
E-Artikel |
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Erscheinungsjahr: |
2020 |
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Erschienen: |
2020 |
Enthalten in: |
Zur Gesamtaufnahme - volume:85 |
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Enthalten in: |
The Journal of organic chemistry - 85(2020), 14 vom: 17. Juli, Seite 8844-8850 |
Sprache: |
Englisch |
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Beteiligte Personen: |
Zeppuhar, Andrea N [VerfasserIn] |
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Date Completed 26.01.2021 Date Revised 26.01.2021 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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doi: |
10.1021/acs.joc.0c00686 |
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funding: |
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PPN (Katalog-ID): |
NLM311673015 |
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520 | |a The behavior of the N,N-di(4-bromophenyl)nitrenium ion under acidic aqueous conditions was examined via laser flash photolysis experiments. A long-lived species forms and can be assigned as the cation radical or the dication. This species is unreactive toward nucleophiles and reactive toward strong electron donors, consistent with a cation radical. Mechanistic analysis indicates that its formation is through a separate pathway compared to that of the nitrenium ion, suggestive of a triplet mechanism | ||
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