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Origin of ^13^C complexation shifts in the adduct formation of 2‐butyl phenyl ethers with a dirhodium tetracarboxylate complex by Edison Díaz Gómez; Helmut Duddeck is a Chemistry article available to read on EtoBox.

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## Abstract Complexation of the oxygen atom in 2‐butyl phenyl ethers to a rhodium atom of the dirhodium tetracarboxylate Rh^(II)^~2~[(__R__)‐(+)‐MTPA]~4~(Rh\*, MTPA‐H = methoxytrifluoromethylphenylacetic acid ≡ Mosher's acid) deshields an sp^3^‐hybridized ^13^C nucleus directly bonded to the ether oxygen; apparently, the inductive effect of the oxygen is enhanced when it is complexed to the rhodium atom. On the other hand, deshielding complexation shifts of aromatic __ipso__‐carbons (α‐positioned) are minute but __ortho__‐ and __para__‐carbon signals are influenced by the resonance effect of oxygen. This effect can be modulated by further substituents at the benzene ring. In turn, this modulation of the resonance correlates linearly ith the magnitude of the inductive effect exerted on the aliphatic α–carbon atoms. Diastereomeric dispersion effects at ^13^C signals can be observed for most compounds, indicating that enantiodifferentiation is possible in this class of ethers. Copyright © 2008 John Wiley & Sons, Ltd.

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Author

Edison Díaz Gómez; Helmut Duddeck

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; John Wiley and Sons Ltd; Wiley (ISSN 0749-1581)

Published

2007

Language

EN

Field

Chemistry (Physical Sciences)