Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene
The allylic bromination of hexamethyl-Dewar-benzene (1) followed by dehydrobromination yields tetramethyl-Dewar-«xylylene» (3). The cycloreversion of 3 to the reactive monocyclic isomer 4 proceeds smoothly upon irradiation or heating above 60 °C.
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1985-01-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9643 |
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| _version_ | 1850140308318191616 |
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| author | Beat Freiermuth Jakob Wirz |
| author_facet | Beat Freiermuth Jakob Wirz |
| author_sort | Beat Freiermuth |
| collection | DOAJ |
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The allylic bromination of hexamethyl-Dewar-benzene (1) followed by dehydrobromination yields tetramethyl-Dewar-«xylylene» (3). The cycloreversion of 3 to the reactive monocyclic isomer 4 proceeds smoothly upon irradiation or heating above 60 °C.
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| format | Article |
| id | doaj-art-d5df543272e346f788ac9b6f52df467d |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1985-01-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-d5df543272e346f788ac9b6f52df467d2025-08-20T02:29:52ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241985-01-0139110.2533/chimia.1985.22Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-eneBeat Freiermuth0Jakob Wirz1Institut für Physikalische Chemie der Universität BaselInstitut für Physikalische Chemie der Universität Basel The allylic bromination of hexamethyl-Dewar-benzene (1) followed by dehydrobromination yields tetramethyl-Dewar-«xylylene» (3). The cycloreversion of 3 to the reactive monocyclic isomer 4 proceeds smoothly upon irradiation or heating above 60 °C. https://www.chimia.ch/chimia/article/view/9643 |
| spellingShingle | Beat Freiermuth Jakob Wirz Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene CHIMIA |
| title | Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene |
| title_full | Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene |
| title_fullStr | Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene |
| title_full_unstemmed | Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene |
| title_short | Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-o-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene |
| title_sort | dehydrogenation of hexamethyl dewar benzene to its tetramethyl o dimethylene derivative synthesis and cycloreversion of 1 2 3 4 tetramethyl 5 6 bismethylenebicyclo 2 2 0 hex 2 ene |
| url | https://www.chimia.ch/chimia/article/view/9643 |
| work_keys_str_mv | AT beatfreiermuth dehydrogenationofhexamethyldewarbenzenetoitstetramethylodimethylenederivativesynthesisandcycloreversionof1234tetramethyl56bismethylenebicyclo220hex2ene AT jakobwirz dehydrogenationofhexamethyldewarbenzenetoitstetramethylodimethylenederivativesynthesisandcycloreversionof1234tetramethyl56bismethylenebicyclo220hex2ene |