Novel benzoferrocenyl chiral ligands: Synthesis and evaluation of their suitability for asymmetric catalysis

14Citations
Citations of this article
3Readers
Mendeley users who have this article in their library.
Get full text

Abstract

Four benzoferrocenyl phosphorus chiral ligands were conveniently prepared in good overall yields. These ligands were found to be stable in solid form and in solution. Two of the four ligands were resolved by chiral HPLC. Unlike a reported bis(phosphino-η5-indenyl)iron(II) complex, in which the indenyl ligands undergo ring flipping through an η1-intermediate, these two ligands were found to be configurationally stable in solution and in solid state. The suitability of these ligands for enantioselective catalysis was assessed in studies on allylic alkylation reactions. When the two less sterically hindered ligands were used, excellent chemical yields were obtained, but the other two more sterically hindered ones gave lower yields. When the two enantiopure ligands were used, enantioselectivity of up to 51% ee was observed. These findings suggest that benzoferrocene derivatives may be used as chiral ligands for asymmetric catalysis. © 2007 Elsevier B.V. All rights reserved.

Cite

CITATION STYLE

APA

Thimmaiah, M., Luck, R. L., & Fang, S. (2007). Novel benzoferrocenyl chiral ligands: Synthesis and evaluation of their suitability for asymmetric catalysis. Journal of Organometallic Chemistry, 692(10), 1956–1962. https://doi.org/10.1016/j.jorganchem.2007.01.004

Register to see more suggestions

Mendeley helps you to discover research relevant for your work.

Already have an account?

Save time finding and organizing research with Mendeley

Sign up for free