
%0 Journal Article
%A Lombardo, L 
%A Wege, D 
%A Wilkinson, SP 
%T The reaction of benzonorbornadiene and related compounds with iron carbonyls
%J Australian Journal of Chemistry
%D 1974/01/01
%V 27
%N 1
%P 143-152
%K 
%R https://doi.org/10.1071/CH9740143
%U https://www.publish.csiro.au/paper/CH9740143 
%X Reaction of benzonorbornadiene, 7-isopropylidenebenzonorbornadiene (1,4-dihydro-9-isopropylidene-1,4-methanonaphthalene) and 1,4-dihydro-1,4-epoxynaphthalene (7-oxabenzonorbornadiene) with dicarbonyldinitrosyliron, Fe(CO)2(NO)2, gave in good yields the corresponding dimers having the exo-trans-exo configuration. Treatment of a mixture of benzonorbornadiene and norbornadiene with Fe(CO)2(NO)2 gave a 'crossed dimer', in addition to the dimers derived from benzonorbornadiene and norbornadiene. The reaction of benzonorbornadiene with pentacarbonyliron at 100º gave the exo-trans-exo dimer and a ketone derived by dimerization and carbonyl insertion. This ketone, and the analogous ketone obtained from 7-isopropylidenebenzonorbornadiene, have been assigned the exo-trans-exo configuration. Reaction of 1,4-dihydro-1,4-epoxynaphthalene with enneacarbonyldiiron, Fe2(CO)9, at room temperature gave tetracarbonyl(l,4-dihydro-l,4-epoxynaphthalene)iron(0), in which the olefinic &#1495;-bond is bonded to the metal. In solution at 63º this complex gave naphthalene. 
