Valenzisomere aromatischer Systeme
A short account of the more recent chemistry of benzvalene is provided with the exclusion however of photochemical processes. In the first part we report on the lithiumorganic synthesis of benzvalene and a series of closely related compounds. The mechanism, scope, and limitations of the ‘"Katz...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1979-05-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9440 |
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| _version_ | 1850170689530626048 |
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| author | Ulrich Burger |
| author_facet | Ulrich Burger |
| author_sort | Ulrich Burger |
| collection | DOAJ |
| description |
A short account of the more recent chemistry of benzvalene is provided with the exclusion however of photochemical processes. In the first part we report on the lithiumorganic synthesis of benzvalene and a series of closely related compounds. The mechanism, scope, and limitations of the ‘"Katz reaction” are discussed. Thereafter we review briefly the electrophilic additions of benzvalene. Distinction is made between those occurring with conservation of the bicyclobutane unit and those accompanied by skeletal rearrangement. The subsequent section is dedicated to the transition metal catalyzed benzvalene → fulvene rearrangement and to the benzvalene automerization reaction. The final paragraph comments on the C–H acidity and the related 13C–1H coupling constants of benzvalene and a few similar valenes.
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| format | Article |
| id | doaj-art-a26ebda78d2d47738586a9d70da03f20 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1979-05-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-a26ebda78d2d47738586a9d70da03f202025-08-20T02:20:26ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241979-05-0133510.2533/chimia.1979.147Valenzisomere aromatischer SystemeUlrich Burger0Département de Chimie Organique, Université de Genève, Genève A short account of the more recent chemistry of benzvalene is provided with the exclusion however of photochemical processes. In the first part we report on the lithiumorganic synthesis of benzvalene and a series of closely related compounds. The mechanism, scope, and limitations of the ‘"Katz reaction” are discussed. Thereafter we review briefly the electrophilic additions of benzvalene. Distinction is made between those occurring with conservation of the bicyclobutane unit and those accompanied by skeletal rearrangement. The subsequent section is dedicated to the transition metal catalyzed benzvalene → fulvene rearrangement and to the benzvalene automerization reaction. The final paragraph comments on the C–H acidity and the related 13C–1H coupling constants of benzvalene and a few similar valenes. https://www.chimia.ch/chimia/article/view/9440 |
| spellingShingle | Ulrich Burger Valenzisomere aromatischer Systeme CHIMIA |
| title | Valenzisomere aromatischer Systeme |
| title_full | Valenzisomere aromatischer Systeme |
| title_fullStr | Valenzisomere aromatischer Systeme |
| title_full_unstemmed | Valenzisomere aromatischer Systeme |
| title_short | Valenzisomere aromatischer Systeme |
| title_sort | valenzisomere aromatischer systeme |
| url | https://www.chimia.ch/chimia/article/view/9440 |
| work_keys_str_mv | AT ulrichburger valenzisomerearomatischersysteme |