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Synthesis of chiral ferrocenylphosphine complexes of rhodium (I) and their use as catalysts for homogeneous asymmetric hydrogenation Yeh, Eshan
Abstract
The present work was directed toward the synthesis of a new chiral catalyst for asymmetric homogeneous hydrogenation. Efficient ways to synthesize the ferrocenylphosphine ligands (R,S)- and (S,R)-⍺-[2-diphenylphosphinoferrocenyl]ethyldimethylamine ((R,S)- and (S,R)-FcNP) and their cationic rhodium complexes [(diene)Rh(±)FcNP]⁺A⁻ were developed. Structural data for the ligand and models of its metal complex have been used to rationalize the stereochemical approach of the substrate to the metal complex, and hence predict the absolute configuration of the product. The rate of catalytic hydrogenation is dependent on the substrate as is the optical yield of the product alkane. High optical yields are obtained when ⍺-acetamidocinnamlc acid is hydrogenated at 1 atm H₂ and 32°.
Item Metadata
Title |
Synthesis of chiral ferrocenylphosphine complexes of rhodium (I) and their use as catalysts for homogeneous asymmetric hydrogenation
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Creator | |
Publisher |
University of British Columbia
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Date Issued |
1977
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Description |
The present work was directed toward the synthesis of a new chiral catalyst for asymmetric homogeneous hydrogenation. Efficient ways to synthesize the ferrocenylphosphine ligands (R,S)- and (S,R)-⍺-[2-diphenylphosphinoferrocenyl]ethyldimethylamine ((R,S)- and (S,R)-FcNP) and their cationic rhodium complexes [(diene)Rh(±)FcNP]⁺A⁻ were developed. Structural data for the ligand and models of its metal complex have been used to rationalize the stereochemical approach of the substrate to the metal complex, and hence predict the absolute configuration of the product.
The rate of catalytic hydrogenation is dependent on the substrate as is the optical yield of the product alkane. High optical yields are obtained when ⍺-acetamidocinnamlc acid is hydrogenated at 1 atm H₂ and 32°.
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Genre | |
Type | |
Language |
eng
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Date Available |
2010-02-22
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Provider |
Vancouver : University of British Columbia Library
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Rights |
For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.
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DOI |
10.14288/1.0060962
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URI | |
Degree | |
Program | |
Affiliation | |
Degree Grantor |
University of British Columbia
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Campus | |
Scholarly Level |
Graduate
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Aggregated Source Repository |
DSpace
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Rights
For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use.