Scientific article
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Valence isomers of aromatic compounds: on the mechanism of the Katz reaction

Published inChimia, vol. 41, no. 1-2, p. 26-28
Publication date1987

Lithium salts of small and medium-sized aromatic anions react with methylene chloride and alkyllithium to afford bridged bicyclobutanes or related polycyclic compounds. We demonstrate that the three new carbon-carbon bonds formed in the course of these title reactions result from a tandem of carbenoid processes. Formation of exocyclic carbenoids precedes intramolecular cheletropic addition and ring enlargement. Neither H-migration nor CH-insertion is observed throughout these processes. Key intermediates have been generated by independent routes.

Citation (ISO format)
BURGER, Ulrich, THOREL, Pierre-Jean, MENTHA, Yves Gabriel. Valence isomers of aromatic compounds: on the mechanism of the Katz reaction. In: Chimia, 1987, vol. 41, n° 1-2, p. 26–28.
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Article (Published version)
  • PID : unige:166817
ISSN of the journal0009-4293

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