DOI | Trouver le DOI : https://doi.org/10.1021/jo0009200 |
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Auteur | Rechercher : Mladenova, Gabriela; Rechercher : Chen, Lie1; Rechercher : Rodriquez, Chris F.; Rechercher : Siu, K. W. Michael; Rechercher : Johnston, Linda J.1; Rechercher : Hopkinson, Allan C.; Rechercher : Lee-Ruff, Edward |
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Affiliation | - Conseil national de recherches du Canada. Institut Steacie des sciences moléculaires du CNRC
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Format | Texte, Article |
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Résumé | The substituted fluorenyl cation, 9-(diphenylmethyl)fluoren-9-yl cation (4), is formed under stable ion conditions (low temperature/strong acid) from its corresponding alcohol 3. This ion is transformed to a substituted diphenyl methyl cation 8 at ambient temperature via an apparent 1,2-hydrogen shift. Irradiation of 9-(diphenylmethyl)fluoren-9-ol in methanol gives products derived from the corresponding cation along with radical-derived products from C-C and C-O homolysis processes. The laser flash photolysis of this alcohol gave a transient corresponding to cation 4. All of the photoproducts are derived from cation 4 or radical pathways. High level MO calculations point to a high barrier (23.8 kcal mol-1) for the 1,2-hydride shift. This barrier is the consequence of the minimum energy conformation of this fluorenyl cation which is less than ideal for the periplanar geometry necessary for this process. |
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Date de publication | 2001-02-27 |
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Dans | |
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Langue | anglais |
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Numéro NPARC | 12328577 |
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Exporter la notice | Exporter en format RIS |
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Signaler une correction | Signaler une correction (s'ouvre dans un nouvel onglet) |
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Identificateur de l’enregistrement | b5538f3c-b759-4e35-9ac0-ea315c32247e |
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Enregistrement créé | 2009-09-10 |
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Enregistrement modifié | 2020-03-27 |
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