König, Burkhard, Knieriem, Burkhard, Rauch, K. and Meijere, Armin de (1993) 4,5,12,13-Tetrabromo[2.2]paracyclophane - A New Bis(aryne) Equivalent. Chemische Berichte 126 (11), pp. 2531-2534.
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Abstract
The reaction of 2 with nBuLi at -78°C generates aryne intermediates within the aromatic rings of [2.2]paracyclophane which are trapped in Diels-Alder reactions with dienes like furan, 1,9-diphenylisobenzofuran, or cyclopentadiene. Reductive deoxygenation with low-valent titanium reagents or TMSI converts the adducts of furan and isobenzofuran into anti-[2.2]paracyclophanes 4 and 5, respectively. ...
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| Item type: | Article | ||||
|---|---|---|---|---|---|
| Date: | 1993 | ||||
| Institutions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Identification Number: |
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| Keywords: | [2.2]Paracyclophanes; 1,2-Dibromoarenes; anti-[2.2]Paracyclophanes; Aryne generation; Diels-Alder reactions | ||||
| Dewey Decimal Classification: | 500 Science > 540 Chemistry & allied sciences | ||||
| Status: | Published | ||||
| Refereed: | Yes, this version has been refereed | ||||
| Created at the University of Regensburg: | Unknown | ||||
| Item ID: | 6153 |
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