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Gas-Phase Synthesis of the Elusive Cyclooctatetraenyl Radical (C8H7) via Triplet Aromatic Cyclooctatetraene (C8H8) and Non-Aromatic Cyclooctatriene (C8H8) Intermediates.
- Source :
- Angewandte Chemie International Edition; 10/23/2017, Vol. 56 Issue 44, p13655-13660, 6p
- Publication Year :
- 2017
-
Abstract
- The 1,2,4,7-cyclooctatetraenyl radical (C<subscript>8</subscript>H<subscript>7</subscript>) has been synthesized for the very first time via the bimolecular gas-phase reaction of ground-state carbon atoms with 1,3,5-cycloheptatriene (C<subscript>7</subscript>H<subscript>8</subscript>) on the triplet surface under single-collision conditions. The barrier-less route to the cyclic 1,2,4,7-cyclooctatetraenyl radical accesses exotic reaction intermediates on the triplet surface, which cannot be synthesized via classical organic chemistry methods: the triplet non-aromatic 2,4,6-cyclooctatriene (C<subscript>8</subscript>H<subscript>8</subscript>) and the triplet aromatic 1,3,5,7-cyclooctatetraene (C<subscript>8</subscript>H<subscript>8</subscript>). Our approach provides a clean gas-phase synthesis of this hitherto elusive cyclic radical species 1,2,4,7-cyclooctatetraenyl via a single-collision event and opens up a versatile, unconventional path to access this previously largely obscure class of cyclooctatetraenyl radicals, which have been impossible to access through classical synthetic methods. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 56
- Issue :
- 44
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 125743715
- Full Text :
- https://doi.org/10.1002/anie.201706861