Synthesis of Dibromo[3.3]paracyclophanes

Abstract

All possible pseudogeminal-, pseudoortho-, pseudometa-, and pseudopara-dibromo[3.3]paracyclophanes were synthesized by the (p-tolylsulfonyl)methyl isocyanide (TosMIC) coupling method, and characterized by the aromatic proton signals of the ¹H NMR spectra and finally by the X-ray crystal structure analyses of the pseudogeminal, pseudo­ortho, and pseudopara isomers.

Key words

cyclophanes - NMR - X-ray crystal structure - coupling reaction - Wolff–Kishner reduction

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