4.6 Article

Synthesis and Application of Tetraphosphane Ligands in Rhodium-Catalyzed Hydroformylation of Terminal Olefins: High Regioselectivity at High Temperature

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 16, Pages 4938-4943

Publisher

WILEY-BLACKWELL
DOI: 10.1002/chem.200903109

Keywords

biaryls; hydroformylation; phosphane ligands; regioselectivity; rhodium

Funding

  1. National Institutes of Health [GM58832]
  2. Dow Chemical Inc.
  3. National Center for Research Resources (NCRR), NIH [1S10RR023698-01A1]
  4. NATIONAL CENTER FOR RESEARCH RESOURCES [S10RR023698] Funding Source: NIH RePORTER
  5. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM058832] Funding Source: NIH RePORTER

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A new class of substituted tetraphosphane ligands has been developed and applied in the rhodium-catalyzed regioselective hydroformylation of terminal olefins. The high regioselectivity (linear selectivity is above 97% for 1-octene and 1-hexene) at high temperature (140 degrees C) shown by these tetraphosphane ligands is remarkable considering the low regioselectivity commonly observed under similar reaction conditions when other bisphosphane analogues are used. The steric and electronic effects of substituents on the diarylphosphane moiety have also been examined.

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