Synthesis and application of peripherally alkyl-functionalized dendritic pyrphos ligands: Homogeneous-supported catalysts for enantioselective hydrogenation |
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| Authors: | Bing Yi Hua-Ping He Qing-Hua Fan |
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| Institution: | 1. College of Chemistry and Chemical Engineering, Hunan Institute of Engineering, Xiangtan 411104, PR China;2. College of Chemistry, Xiangtan University, Xiangtan 411105, PR China;3. CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China |
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| Abstract: | A new series of dendritic ligands with a chiral diphosphine located at the focal point have been synthesized through coupling of (R,R)-3,4-bis(biphenylphosphino)pyrrolidine (pyrphos) with peripherally alkyl-functionalized benzoic acid dendrons. These ligands were employed in the Rh-catalyzed asymmetric hydrogenation of prochiral dehydroamino acids, exhibiting excellent catalytic activities and enantioselectivities. The second-generation dendritic catalyst could be recovered by simple liquid–liquid biphasic separation and reused four times without serious loss of its activity and selectivity. |
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