Synthesis and 17O NMR spectroscopy of a series of 17O labeled triarylphosphine oxides

Article abstract of DOI:10.1080/10426509608545201

A series of nine ¹⁷O labeled triarylphosphine oxides [(p-R-C₆H₄)₃PO] was synthesized, ¹⁷O NMR spectroscopic studies were carried out (toluene solvent/95 °C and CDCl₃/60 °C) and the spectrum was fit with two Lorentzian peaks. The chemical shifts range from δ 51.8 to 55.7 in toluene and δ 44.8 to 48.9 in CDCl₃, while ¹J_PO varies from 159.6 to 168.6 Hz in toluene. The data were fit to the Taft DSP and Hammett equations and related to other NMR parameters for this system and the analogous λ⁵-phosphazenes [(p-R-C₆H₄)₃PNPh]. Using the Taft DSP equation the ¹⁷O substituent chemical shifts gave ρ_I and ρ_R with opposite signs which is different from what is observed with the λ⁵-phosphazenes. ¹J_PO, on the other hand correlates best with the Hammett σ⁺_p constants. The data are consistent with a triple bond contribution to the PO bonding.

Full text of DOI:10.1080/10426509608545201

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Phosphorus, Sulfur, and Silicon and
the Related Elements
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Synthesis and 17O Nmr
Spectroscopy of a Series of 17O
Labeled Triarylphosphine OXIDES
Martin Pomerantz , Michael S. Terrazas , Yang Cheng &
Xiaomin Gu
a Department of Chemistry and Biochemistry, Box 19065 ,
The University of Texas at Arlington , Arlington, Texas
76019-0065, USA
b Department of Chemistry and Biochemistry, Box 19065, ,
The University of Texas at Arlington , Arlington, Texas
76019-0065, USA
c Department of Chemistry and Biochemistry, Box 19065 ,
The University of Texas at Arlington , Arlington, Texas
76019-0065, USA
d Department of Chemistry and Biochemistry, Box 19065 ,
The University of Texas at Arlington , Arlington, Texas
76019-0065, USA
Published online: 06 Aug 2008.
To cite this article: Martin Pomerantz , Michael S. Terrazas , Yang Cheng & Xiaomin Gu
(1996) Synthesis and 17O Nmr Spectroscopy of a Series of 17O Labeled Triarylphosphine
OXIDES, Phosphorus, Sulfur, and Silicon and the Related Elements, 109:1-4, 505-508, DOI:
10.1080/10426509608545201
To link to this article: http://dx.doi.org/10.1080/10426509608545201
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