Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems
The feasibility of intramolecular [2+2]- and [6+2]- or [6+6]-photocycloaddition reactions in tetracyclo[7.2.1.04,11.06,10]dodecadienes and mono- or bis-benzoanellated systems as well as the stability of the respective photoisomers are discussed on the basis of structural and calculated thermochemic...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1987-02-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9772 |
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| author | Bulusu A.R.C. Murty Paul R. Spurr Rolf Pinkos Clemens Grund Wolf-Dieter Fessner Dieter Hunkeler Hans Fritz Wolfgang R. Roth Horst Prinzbach |
| author_facet | Bulusu A.R.C. Murty Paul R. Spurr Rolf Pinkos Clemens Grund Wolf-Dieter Fessner Dieter Hunkeler Hans Fritz Wolfgang R. Roth Horst Prinzbach |
| author_sort | Bulusu A.R.C. Murty |
| collection | DOAJ |
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The feasibility of intramolecular [2+2]- and [6+2]- or [6+6]-photocycloaddition reactions in tetracyclo[7.2.1.04,11.06,10]dodecadienes and mono- or bis-benzoanellated systems as well as the stability of the respective photoisomers are discussed on the basis of structural and calculated thermochemical data. Sensitized excitation of conformationally modified dienes of type B-1 (see Scheme 1) yields, uniformly, the stable [2+2]-adducts. [6+2]-additions in benzo-enes B-2 are observed upon direct excitation and on account of their thermal lability, the photoproducts were only characterized indirectly. At temperatures down to —75°C, no [6+6]-adduct formation has been observed in B-3 face-to-face dibenzo substrates.
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| format | Article |
| id | doaj-art-123ea1ff5d954d0cb7d0f8d4da0d5ee7 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1987-02-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-123ea1ff5d954d0cb7d0f8d4da0d5ee72025-08-20T01:47:45ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241987-02-01411-210.2533/chimia.1987.32Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based SystemsBulusu A.R.C. Murty0Paul R. Spurr1Rolf Pinkos2Clemens Grund3Wolf-Dieter Fessner4Dieter Hunkeler5Hans Fritz6Wolfgang R. Roth7Horst Prinzbach8Universität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Universität Freiburg, Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Universität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Universität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Universität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Universität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Universität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland)Institut für Organische Chemie I Ruhr-Universität BochumUniversität Freiburg Albertstrasse 21, D-7800 Freiburg i. Br. (Bundesrepublik Deutschland) The feasibility of intramolecular [2+2]- and [6+2]- or [6+6]-photocycloaddition reactions in tetracyclo[7.2.1.04,11.06,10]dodecadienes and mono- or bis-benzoanellated systems as well as the stability of the respective photoisomers are discussed on the basis of structural and calculated thermochemical data. Sensitized excitation of conformationally modified dienes of type B-1 (see Scheme 1) yields, uniformly, the stable [2+2]-adducts. [6+2]-additions in benzo-enes B-2 are observed upon direct excitation and on account of their thermal lability, the photoproducts were only characterized indirectly. At temperatures down to —75°C, no [6+6]-adduct formation has been observed in B-3 face-to-face dibenzo substrates. https://www.chimia.ch/chimia/article/view/9772 |
| spellingShingle | Bulusu A.R.C. Murty Paul R. Spurr Rolf Pinkos Clemens Grund Wolf-Dieter Fessner Dieter Hunkeler Hans Fritz Wolfgang R. Roth Horst Prinzbach Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems CHIMIA |
| title | Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems |
| title_full | Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems |
| title_fullStr | Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems |
| title_full_unstemmed | Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems |
| title_short | Photochemistry of Tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene Based Systems |
| title_sort | photochemistry of tetracyclo 7 2 1 04 11 06 10 dodeca 2 7 diene based systems |
| url | https://www.chimia.ch/chimia/article/view/9772 |
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