Abstract

Coupled Polycyles: Synthesis, Structure, and Isomerization of 1,1′-Bihomocubane 1,1′-Bihomocubane (1) was obtained in 45% yield from 1-bromohomocubane by lithium–bromine exchange with tert-butyllithium, formation of the corresponding lithium cuprate by addition of complex 3, and oxidation of the cuprate with nitrobenzene. 1 was converted into 1,1′-binorsnoutane (6) by means of silver(I) catalysis. The X-ray structure of 1 showed a short C1–C1 bond (1.460 Å), in accordance with predictions by Ermer and Lex.

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