Hydrogenation of crotonaldehyde and cinnamaldehyde catalyzed by water-soluble palladium complex |
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| Affiliation: | 1. Department of Chemistry, Faculty of Science, Cairo University, Cairo, Egypt;2. Department of Chemistry, Faculty of Science, Helwan University, Helwan, Egypt;3. Chemistry Department, College of Science, King Faisal University, Al-Hassa, Saudi Arabia |
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| Abstract: | The selective hydrogenations of crotonaldehyde and cinnamaldehyde in the aqueous-benzene biphasic system were investigated using water-soluble palladium complex PdCl2(TPPTS)2 as catalyst. The hydrogenation rate of crotonaldehyde was higher than that of cinnamaldehyde under similar reaction conditions. The palladium complex selectively catalyzed the hydrogenation of CC bond in crotonaldehyde to form butanal (100%). On the contrary, hydrogenation of both CC and CO bonds in cinnamaldehyde occurred simultaneously, with the amount of phenylpropanal only slightly higher than that of phenylpropanol. However, the reduction of CO bond of cinnamaldehyde could be inhibited by the addition of Na2CO3 solution. Therefore, high selectivity to form phenylpropanal (91%) could be obtained by using Na2CO3 solution at pH 12.2. Other factors affecting the hydrogenation conversion and selectivity of crotonaldehyde and cinnamaldehyde were also discussed. |
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