Neues über den Mechanismus der retentiven Substitution am Dreiring von Propellanen. Vorlufige Mitteilung
摘要:
New results concerning the mechanism of retentive substitution at the three membered ring of propellanes The reaction of the endo - and exo -bromide 1a and 1b with acetate ion in aprotic polar solvents carried out at high concentrations of 1 furnishes the dimeric dehydro-halogenation products 3a and 3b , the structures of which are determined by x-ray crystallography ( Fig. 1 ). The formation of 3a and 3b as well as of the products 2 of a retentive substitution process can be explained by assuming that the strained benzo-tropones 4 are intermediates. Their high barrier to inversion is confirmed by π-SCF-molecular mechanics calculations.
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DOI:
10.1002/hlca.19770600402
被引量:
年份:
1977










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