Journal of the American Chemical Society p. 5096 - 5100 (1981)
Update date:2022-07-29
Topics:
Sekiya, Akira
Stille, J.K.
The reaction of p-styrylmagnesium bromide with norbornenone gave syn- and anti-7-hydroxy-7-(p-styryl)norborn-2-ene (6) which could be converted to either the syn- and anti-7-methoxy derivative (8) or anti-7-chloro-7-(p-styryl)norborn-2-ene (7).Both styryl monomers 7 and 8 were copolymerized with styrene and divinyl benzene to give polymers (9) containing 10 mol percent of 7-substituted norbornyl derivatives.Treatment of the 7-chloro polymer (9c,d) with butyllithium or reaction of uncross-linked 7-methoxy polymer (9a) with sodium-potassium alloy generated the polymer-attached cyclopentadienyl anion that could be converted to a polymer bound η5-cyclopentadienyldicarbonylrhodium catalyst (12).Quenching the polymer containing cyclopentadienyl anion gave a polymer containing cyclopentadiene units (11).This polymer could be converted to the polymer-bound η5-cyclopentadienyldicarbonylcobalt analogue (13).Although 13 was not a Fischer-Tropsch catalyst, 12 would effect the hydroformylation of 1-hexene and the reduction of aromatic substrates.
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