Hydroacylation of 1-alkene with a heteroaromatic aldehyde such as pyndinecarboxaldehyde, thiophenecarboxaldehyde and furfural derivatives under cocatalyst of Wilkinson's complex and 2-amino-3-picoline gave poor yield of hydroacylated product The addit...
Hydroacylation of 1-alkene with a heteroaromatic aldehyde such as pyndinecarboxaldehyde, thiophenecarboxaldehyde and furfural derivatives under cocatalyst of Wilkinson's complex and 2-amino-3-picoline gave poor yield of hydroacylated product The addition of a catalytic amount of bis(cyclopentadienyl)zironium dichloride or bis(cyclopentadienyl)titanium dichloride as an additive dramatically increased the yield of the hydroacylated ketone product ⓒ 1997 Elsevier Science Ltd
The Hammett plots obtained for the title reactions exhibit a break, i.e, ρ_?? values decrease from 2.21∼2.44 to 1.45∼1.52 as the acyl substituent becomes a strong electron withdrawing group (σ>0.6). Such a break in the Hammett plots is suggestive of a change in the reaction mechanism and strong evidence of a stepwise mechanism for the acyl-transfer reaction. ⓒ 1997 Elsevier Science Ltd