Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations
We report on a computational study of cation-olefin cyclization mechanism under solvolytic conditions. The combined explicit-continuum solvent model aimed at providing a complete estimate of media effects is used to investigate the nature, stability, and conformational behavior of cationic...
| Main Authors: | , , |
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
2005-03-01
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| Series: | CHIMIA |
| Subjects: | |
| Online Access: | https://chimia.ch/chimia/article/view/3955 |
| _version_ | 1811214001103699968 |
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| author | Guillaume Bollot Céline C.J. Fouillet Jiri Mareda |
| author_facet | Guillaume Bollot Céline C.J. Fouillet Jiri Mareda |
| author_sort | Guillaume Bollot |
| collection | DOAJ |
| description |
We report on a computational study of cation-olefin cyclization mechanism under solvolytic conditions. The combined explicit-continuum solvent model aimed at providing a complete estimate of media effects is used to investigate the nature, stability, and conformational behavior of cationic
species involved in the reaction. The comparison between the explicit-continuum and leaving group models is also provided. Our study of reactionpath ways shows that protonated cyclopropane is the key intermediate on the potential energy surface of cation-olefin cyclizations.
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| first_indexed | 2024-04-12T05:57:11Z |
| format | Article |
| id | doaj.art-5b6fdb578f0b4e78b9475ab01cc875ca |
| institution | Directory Open Access Journal |
| issn | 0009-4293 2673-2424 |
| language | deu |
| last_indexed | 2024-04-12T05:57:11Z |
| publishDate | 2005-03-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj.art-5b6fdb578f0b4e78b9475ab01cc875ca2022-12-22T03:45:08ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242005-03-0159310.2533/000942905777676740Modeling of Solvolysis Reaction Mechanism for Cation-Olefin CyclizationsGuillaume BollotCéline C.J. FouilletJiri Mareda We report on a computational study of cation-olefin cyclization mechanism under solvolytic conditions. The combined explicit-continuum solvent model aimed at providing a complete estimate of media effects is used to investigate the nature, stability, and conformational behavior of cationic species involved in the reaction. The comparison between the explicit-continuum and leaving group models is also provided. Our study of reactionpath ways shows that protonated cyclopropane is the key intermediate on the potential energy surface of cation-olefin cyclizations. https://chimia.ch/chimia/article/view/3955Ab initioCarbocationsCation-olefin cyclizationsMolecular modelingSolvent effects |
| spellingShingle | Guillaume Bollot Céline C.J. Fouillet Jiri Mareda Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations CHIMIA Ab initio Carbocations Cation-olefin cyclizations Molecular modeling Solvent effects |
| title | Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations |
| title_full | Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations |
| title_fullStr | Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations |
| title_full_unstemmed | Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations |
| title_short | Modeling of Solvolysis Reaction Mechanism for Cation-Olefin Cyclizations |
| title_sort | modeling of solvolysis reaction mechanism for cation olefin cyclizations |
| topic | Ab initio Carbocations Cation-olefin cyclizations Molecular modeling Solvent effects |
| url | https://chimia.ch/chimia/article/view/3955 |
| work_keys_str_mv | AT guillaumebollot modelingofsolvolysisreactionmechanismforcationolefincyclizations AT celinecjfouillet modelingofsolvolysisreactionmechanismforcationolefincyclizations AT jirimareda modelingofsolvolysisreactionmechanismforcationolefincyclizations |