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Iridium(I) PNP complexes in the sp3 C-H bond activation of methyl propanoate and related esters

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Coetzee_2014_DT_Iridium_AAM.pdf (460.4Kb)
Date
28/01/2015
Author
Coetzee, J.
Eastham, G.R.
Slawin, A.M.Z.
Cole-Hamilton, D.J.
Keywords
QD Chemistry
DAS
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Abstract
The utilisation of the PNP iridium pincer complex [Ir(PNP)(COE)][BF4] [PNP = 2,6-bis{(di-tert-butylphosphino)methyl}pyridine; COE = cyclooctene] in the sp3 C–H activation of methyl propanoate and other related esters was explored. In particular, this study provides further insight into the factors that govern the regioselectivity of such reactions. These included factors such as the steric demands of the substrate, the formation of favourable ring systems as well as the electronic effects that may influence the pKa values of protons. In particular, the effects of water on the outcome of these reactions were of great interest, since earlier literature reports have shown the presence of water to promote selective C–H activation in the α-position of ketones.
Citation
Coetzee , J , Eastham , G R , Slawin , A M Z & Cole-Hamilton , D J 2015 , ' Iridium(I) PNP complexes in the sp 3 C-H bond activation of methyl propanoate and related esters ' , Dalton Transactions , vol. 44 , no. 4 , pp. 1585-1591 . https://doi.org/10.1039/c4dt02859g
Publication
Dalton Transactions
Status
Peer reviewed
DOI
https://doi.org/10.1039/c4dt02859g
ISSN
1477-9226
Type
Journal article
Rights
Copyright © 2014 The Author(s). This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1039/C4DT02859G
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  • University of St Andrews Research
URL
http://www.rsc.org/suppdata/dt/c4/c4dt02859g/c4dt02859g1.pdf
http://www.rsc.org/suppdata/dt/c4/c4dt02859g/c4dt02859g2.cif
URI
http://hdl.handle.net/10023/16890

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