Helvetica Chimica Acta p. 1627 - 1638 (1997)
Update date:2022-08-02
Topics:
You, Shaochun
Chai, Shengyong
Schwarz, Nadine
Neuenschwander, Markus
Pentalene dimers 2 and 3 are easily available in moderate yields by CuCl2-induced oxidative coupling of dilithium-pentalenediide (5) (Scheme 1).On the other hand, NBS bromination of 1,5-dihydropentalene (4) or of 1,2-dihydropentalene (8) gives unstable 1-bromo-1,2-dihydropentalene (9), while subsequent in-situ elimination with Et3N exclusively gives syn-cis-pentalene dimer 2 in moderale yields (Scheme3).NMR-Spectroscopic evidence for compounds 2. 3. and 9 is presented, and mechanistic alternatives for the formation of pentalene dimers 2 and 3 are discussed.
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