The Capture of sym-[8]Annuldiyne: The Cyclooctadienyne-η2-ynyl Potassium Zwitterionic Radical
| Autor: | Cheryl D. Stevenson, Matthew K. Kiesewetter, Richard C. Reiter |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
Potassium
Organic Chemistry Inorganic chemistry chemistry.chemical_element Ether Annulene Ion-association Biochemistry Medicinal chemistry Ion Metal chemistry.chemical_compound Molecular geometry chemistry visual_art visual_art.visual_art_medium Physical and Theoretical Chemistry Conformational isomerism |
| Zdroj: | Organic Letters. 7:2623-2626 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol050795k |
| Popis: | [reaction: see text] Reaction of 1,4-dibromo-[8]annulene (C(8)H(6)Br(2)) with potassium tert-butoxide in THF followed by exposure to potassium metal leads to the formation of the anion radical of sym-[8]annuldiyne. The rapid interchange of Jahn-Teller-induced alternating bond angle conformers of sym-[8]annuldiyne is halted by ion association with a metal-crown ether complex forming the cyclooctadienyne-eta(2)-ynyl potassium zwitterionic radical, rendering all four protons nonequivalent. Neutral sym-[8]annuldiyne can form the [2 + 2] polymer, which is not soluble in the THF solution. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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