Gekoppelte Polycyclen: Synthese, Struktur und Isomerisierung von 1,1′‐Bihomocuban | Zendy

Schäfer Jörg | Zendy; Polborn Kurt | Zendy; Szeimies Günter | Zendy

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Gekoppelte Polycyclen: Synthese, Struktur und Isomerisierung von 1,1′‐Bihomocuban

Author(s) -

Schäfer Jörg,

Polborn Kurt,

Szeimies Günter

Publication year - 1988

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19881211230

Subject(s) - chemistry , isomerization , medicinal chemistry , cuprate , lithium (medication) , yield (engineering) , bromine , stereochemistry , catalysis , organic chemistry , medicine , physics , materials science , optoelectronics , doping , metallurgy , endocrinology

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 C 1 –C 1 bond (1.460 Å), in accordance with predictions by Ermer and Lex.

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