First Synthesis of a Conformationally Restricted 2,2’-Bipyrrole

 

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Abstract

A seven-step procedure was developed for the preparation of the cyclooctadiene-annulated 2,2’-bipyrrole 14, starting from commercially available benzyl bromoacetate 6 and adiponitrile 7. Although all transformations carried out had to be sufficiently selective to produce the desired functionalities on both sites of the respective dipyrroles, acceptable to good yields were observed throughout the synthesis. The paper reports synthetic and spectroscopic details of the new compounds.

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