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Synthesis and Diels-Alder Reactions of 1,2-Dimethylene- and 1,2,9,10-Tetramethylene-[2.2]paracyclophane: New Routes to Bridge-Anellated[2.2]Paracyclophanedienes

König, Burkhard and Meijere, Armin de (1992) Synthesis and Diels-Alder Reactions of 1,2-Dimethylene- and 1,2,9,10-Tetramethylene-[2.2]paracyclophane: New Routes to Bridge-Anellated[2.2]Paracyclophanedienes. Chemische Berichte 125 (8), pp. 1895-1898.

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Abstract

The title compounds 8 and 1 have been synthesized in three steps each from 1,2-dibromo[2.2]paracyclophan-1-ene (2) and 1,2,9,10-tetrabromo[2.2]paracyclophane-1,9-diene (4), respectively. Copper-mediated coupling of vinyl bromides 2 and 4 with methyl- and phenylmagnesium bromide gives substituted [2.2]paracyclophanes 3-CH3, 3-Ph, 5-CH3, and 5-Ph in good yields. The high reactivity of the ...

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Item Type:Article
Date:1992
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number:
ValueType
10.1002/cber.19921250817DOI
Keywords:Bisdienes; Diels-Alder reaction with p-benzoquinone; p-Cyclophanes, bridge-anellated
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:No
Owner: Universitätsbibliothek Regensburg
Deposited On:05 Mar 2009 10:52
Last Modified:13 Mar 2014 10:36
Item ID:6149
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