Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition
The pincer catalysed asymmetric P–H addition of diphenylphosphine to 3-benzylidene-2,4-pentadione is herein reported. Albeit successful in catalysing a series of similar substrates, unexpected chelation of the dione substrate to a CP and CN palladacycle catalyst resulted in inactivation of the catal...
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sg-ntu-dr.10356-847142023-02-28T19:33:37Z Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition Li, Xi-Rui Chew, Renta Jonathan Li, Yongxin Leung, Pak-Hing School of Physical and Mathematical Sciences Catalysts Phosphorus compounds The pincer catalysed asymmetric P–H addition of diphenylphosphine to 3-benzylidene-2,4-pentadione is herein reported. Albeit successful in catalysing a series of similar substrates, unexpected chelation of the dione substrate to a CP and CN palladacycle catalyst resulted in inactivation of the catalyst with adjacent coordination sites. Protected phosphine adducts were isolated and characterised, providing critical insights to the choice of catalyst for structurally distinct functional groups borne by the substrate. MOE (Min. of Education, S’pore) Accepted version 2016-12-21T06:14:08Z 2019-12-06T15:50:04Z 2016-12-21T06:14:08Z 2019-12-06T15:50:04Z 2016 Journal Article Li, X. -R., Chew, R. J., Li, Y., & Leung, P. -H. (2016). Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition. Australian Journal of Chemistry, 69(5), 499-504. 0004-9425 https://hdl.handle.net/10356/84714 http://hdl.handle.net/10220/41919 10.1071/CH15577 en Australian Journal of Chemistry © 2015 CSIRO Publishing. This is the author created version of a work that has been peer reviewed and accepted for publication by Australian Journal of Chemistry, CSIRO Publishing. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1071/CH15577]. 4 p. application/pdf |
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Catalysts Phosphorus compounds |
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Catalysts Phosphorus compounds Li, Xi-Rui Chew, Renta Jonathan Li, Yongxin Leung, Pak-Hing Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition |
| description |
The pincer catalysed asymmetric P–H addition of diphenylphosphine to 3-benzylidene-2,4-pentadione is herein reported. Albeit successful in catalysing a series of similar substrates, unexpected chelation of the dione substrate to a CP and CN palladacycle catalyst resulted in inactivation of the catalyst with adjacent coordination sites. Protected phosphine adducts were isolated and characterised, providing critical insights to the choice of catalyst for structurally distinct functional groups borne by the substrate. |
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School of Physical and Mathematical Sciences |
| author_facet |
School of Physical and Mathematical Sciences Li, Xi-Rui Chew, Renta Jonathan Li, Yongxin Leung, Pak-Hing |
| format |
Article |
| author |
Li, Xi-Rui Chew, Renta Jonathan Li, Yongxin Leung, Pak-Hing |
| author_sort |
Li, Xi-Rui |
| title |
Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition |
| title_short |
Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition |
| title_full |
Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition |
| title_fullStr |
Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition |
| title_full_unstemmed |
Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition |
| title_sort |
investigation of functional group effects on palladium catalysed asymmetric p–h addition |
| publishDate |
2016 |
| url |
https://hdl.handle.net/10356/84714 http://hdl.handle.net/10220/41919 |
| _version_ |
1759853658514653184 |