Two new sodium hydroxyalkoxycarbonylcyclopentadienide salts Na[rac-CpCO2(CHPh)2OH] (1) and Na[(2S,3S)-CpCO2(CHPh)2OH] (2) were prepared by reaction of NaCp with the five-membered cyclic carbonates cis-4,5-diphenyl-1,3-dioxolan-2-one and (4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one. The reaction of these salts with [Rh(NBD)Cl]2 gave [Rhrac-CpCO2(CHPh)2OH(NBD)] (3) and (-)-[Rh(2S,3S)-CpCO2(CHPh)2OH(NBD)] (4) whose catalytic activity in the hydroformylation of hex-1-ene and styrene has been investigated and compared with that of the previously reported rhodium complexes [RhCpCO2(CHR)2OH(NBD)] (R = H, Me). In addition we also discuss some preliminary results regarding the behavior of these complexes in the hydrogenation of the same substrates. The reactivity of NaCp toward the six membered cyclic carbonate 1,3-dioxan-2-one has also been studied and it has been found that the reaction leads to two cyclopentadienide anions [CpCO2(CH2)3OH]- (5) and [CpCO2(CH2)3OC(O)O(CH2)3OH]- (6) in amounts strictly dependent on the carbonate/NaCp stoichiometric ratio.

Coordination Chemistry of Ester-Functionalized Cp Ligands. Synthesis and Catalytic Activity of [RhCpCO2(CHPh)2OH(NBD)] and [RhCpCO2(CH2)3OH(NBD)]

BUSETTO, LUIGI;CASSANI, MARIA CRISTINA;MAZZONI, RITA;
2004

Abstract

Two new sodium hydroxyalkoxycarbonylcyclopentadienide salts Na[rac-CpCO2(CHPh)2OH] (1) and Na[(2S,3S)-CpCO2(CHPh)2OH] (2) were prepared by reaction of NaCp with the five-membered cyclic carbonates cis-4,5-diphenyl-1,3-dioxolan-2-one and (4S,5S)-4,5-diphenyl-1,3-dioxolan-2-one. The reaction of these salts with [Rh(NBD)Cl]2 gave [Rhrac-CpCO2(CHPh)2OH(NBD)] (3) and (-)-[Rh(2S,3S)-CpCO2(CHPh)2OH(NBD)] (4) whose catalytic activity in the hydroformylation of hex-1-ene and styrene has been investigated and compared with that of the previously reported rhodium complexes [RhCpCO2(CHR)2OH(NBD)] (R = H, Me). In addition we also discuss some preliminary results regarding the behavior of these complexes in the hydrogenation of the same substrates. The reactivity of NaCp toward the six membered cyclic carbonate 1,3-dioxan-2-one has also been studied and it has been found that the reaction leads to two cyclopentadienide anions [CpCO2(CH2)3OH]- (5) and [CpCO2(CH2)3OC(O)O(CH2)3OH]- (6) in amounts strictly dependent on the carbonate/NaCp stoichiometric ratio.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
L. Busetto; M.C. Cassani; R. Mazzoni; P. Frediani; E. Rivalta
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/4310
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