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Modular solid-phase synthesis, catalytic application and efficient recycling of supported phosphine-phosphite ligand libraries

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Kamer_2016_DaltonTrans_Modular_CCBT_FinalPublishedVersion.pdf (901.4Kb)
Date
07/02/2016
Author
Heutz, Frank
Kamer, Paul C J
Keywords
QD Chemistry
NDAS
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Abstract
In spite of decades of research in the field of homogeneous asymmetric catalysis the discovery of new high performance catalysts still relies heavily on trial-and-error. There is still a lack of efficient combinatorial methods which enable the synthesis and screening of vast ligand libraries, especially for bidentate phosphorus ligands. Here we present a highly modular solid-phase synthetic approach which provides facile access to libraries of phosphine-phosphite ligands in quantitative yield requiring only minimal work-up. The obtained library of supported phosphine-phosphites was successfully applied in rhodium catalyzed asymmetric hydrogenation obtaining high enantioselectivities up to 98%. Also, these polymer supported ligands could be successfully recycled under batch conditions exhibiting only a small decline of activity and no loss of selectivity.
Citation
Heutz , F & Kamer , P C J 2016 , ' Modular solid-phase synthesis, catalytic application and efficient recycling of supported phosphine-phosphite ligand libraries ' , Dalton Transactions , vol. 45 , no. 5 , pp. 2116-2123 . https://doi.org/10.1039/C5DT03226A
Publication
Dalton Transactions
Status
Peer reviewed
DOI
https://doi.org/10.1039/C5DT03226A
ISSN
1477-9226
Type
Journal article
Rights
Copyright 2015 the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
Description
The authors thank the European Union (Marie Curie ITN SusPhos, grant agreement no. 317404) for financial support.
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  • University of St Andrews Research
URL
http://www.rsc.org/suppdata/c5/dt/c5dt03226a/c5dt03226a1.pdf
URI
http://hdl.handle.net/10023/8799

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