Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule
Stereoselective syntheses of (+)-(1R,4R)-5-chloro-, -5-bromo-, -6-chloro-, and -6-bromobicyclo[2.2.1]hept-5-en-2-ones ((+)-2-(+)-5) are presented. The chiroptical properties (CD spectra) of these halogenated derivatives are compared with those of the non-substituted (+)-(1R,4R)-bicyclo[2.2.1]hept-5...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1988-01-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9825 |
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| _version_ | 1850140388180885504 |
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| author | Antonella Lettieri Pierre-Alain Carrupt Pierre Vogel |
| author_facet | Antonella Lettieri Pierre-Alain Carrupt Pierre Vogel |
| author_sort | Antonella Lettieri |
| collection | DOAJ |
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Stereoselective syntheses of (+)-(1R,4R)-5-chloro-, -5-bromo-, -6-chloro-, and -6-bromobicyclo[2.2.1]hept-5-en-2-ones ((+)-2-(+)-5) are presented. The chiroptical properties (CD spectra) of these halogenated derivatives are compared with those of the non-substituted (+)-(1R,4R)-bicyclo[2.2.1]hept-5-en-2-one ((+)-1) and analyzed in the light of the General Octant Rule and the Dekkers’ Quantitative Chirality Rule for the highest wavelength Cotton Effects of β,γ-enones.
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| format | Article |
| id | doaj-art-2f5f4da73a004b77a4cd1f75521021f2 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1988-01-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-2f5f4da73a004b77a4cd1f75521021f22025-08-20T02:29:51ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241988-01-0142110.2533/chimia.1988.27Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality RuleAntonella Lettieri0Pierre-Alain Carrupt1Pierre Vogel2Institut de Chimie Organique Université de Lausanne Rue de la Barre 2 CH-1005 LausanneInstitut de Chimie Organique Université de Lausanne Rue de la Barre 2 CH-1005 LausanneInstitut de Chimie Organique Université de Lausanne Rue de la Barre 2 CH-1005 Lausanne Stereoselective syntheses of (+)-(1R,4R)-5-chloro-, -5-bromo-, -6-chloro-, and -6-bromobicyclo[2.2.1]hept-5-en-2-ones ((+)-2-(+)-5) are presented. The chiroptical properties (CD spectra) of these halogenated derivatives are compared with those of the non-substituted (+)-(1R,4R)-bicyclo[2.2.1]hept-5-en-2-one ((+)-1) and analyzed in the light of the General Octant Rule and the Dekkers’ Quantitative Chirality Rule for the highest wavelength Cotton Effects of β,γ-enones. https://www.chimia.ch/chimia/article/view/9825 |
| spellingShingle | Antonella Lettieri Pierre-Alain Carrupt Pierre Vogel Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule CHIMIA |
| title | Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule |
| title_full | Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule |
| title_fullStr | Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule |
| title_full_unstemmed | Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule |
| title_short | Synthesis and Circular Dichroism of 5- and 6-Halogenobicyclo[2.2.1]hept-5-en-2-ones; Tests for the Dekkers' Quantitative Chirality Rule |
| title_sort | synthesis and circular dichroism of 5 and 6 halogenobicyclo 2 2 1 hept 5 en 2 ones tests for the dekkers quantitative chirality rule |
| url | https://www.chimia.ch/chimia/article/view/9825 |
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