Hydroformylation of mixture of isomeric octenes to C9-aldehydes catalyzed by Rh–phosphine oxide complexes

✍ Scribed by Dehua He; Dongcheng Pang; Tong-en Wang; Yu Chen; Ye Liu; Jinyao Liu; Qiming Zhu

• Book ID: 104421478
• Publisher: Elsevier Science
• Year: 2001
• Tongue: English
• Weight: 142 KB
• Volume: 174
• Category: Article
• ISSN: 1381-1169
• DOI: 10.1016/s1381-1169(01)00166-2

✦ Synopsis

The hydroformylation of mixture of isomeric octenes to C 9 -aldehydes has been studied using rhodium complex catalysts in an autoclave (100 ml). Phosphine oxide ligands showed high activities in the hydroformylation. The yield of C 9 -aldehydes was about 90% by using [Rh(CH 3 COO) 2 ] 2 -Ph 3 PO as the catalyst at 140 • C and 10.5 MPa. Triphenyl phosphine ligand was found to be inactive in the synthesis of C 9 -aldehydes from mixture of isomeric octenes. Different rhodium precursors ([Rh(CH 3 COO) 2 ] 2 , Rh 6 (CO) 16 , and Rh(CO)(PPh 3 )(acac)) showed similar performance in the Rh-Ph 3 PO system. The yield of C 9 -aldehydes was influenced by the reaction conditions. The suitable reaction temperatures were in the range of 120-140 • C for the Rh-phosphine oxide systems. High pressures were favorable for the formation C 9 -aldehydes. The yield of C 9 -aldehydes increased with the increase of P/Rh ratio when the ratio of P/Rh was below 20, while no significant changes were found in the yield of C 9 -aldehydes when P/Rh ratio was larger than 20. In situ IR spectroscopy demonstrated the presence of Rh-H bond in the intermediate species in Rh-Ph 3 PO catalyzed hydroformylation.