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4,5,12,13-Tetrabromo[2.2]paracyclophane - A New Bis(aryne) Equivalent

König, Burkhard and Knieriem, Burkhard and 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:
ValueType
10.1002/cber.19931261130UNSPECIFIED
Keywords:[2.2]Paracyclophanes; 1,2-Dibromoarenes; anti-[2.2]Paracyclophanes; Aryne generation; Diels-Alder reactions
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Owner: Universitätsbibliothek Regensburg
Deposited On:05 Mar 2009 10:52
Last Modified:13 Mar 2014 10:37
Item ID:6153
Owner Only: item control page

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