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Carbene Reactions, XVIII. Thermal Behaviour of 7-Alkylidenebicycloheptadiene Derivatives
Hoffmann, Reinhard W.,Riemann, Achim,Mayer, Bernhard
, p. 2493 - 2513 (2007/10/02)
Thermolysis of 7-alkylidenenorbornadienes 2 results in a retro-Diels-Alder cleavage to fulvenes and acetylene.A different mode of cleavage - into benzene and a carbene - is observed with such derivatives of 2 which carry ?- or ?-donor functions at C-8.The dependence of the reaction pathways on the nature of the substituent at C-8 is discussed on the basis of MO-calculations.
