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Phosphorus–nitrogen compounds. Part 59. Aromatic carbon‐13 NMR spectra of phenyl‐substituted cyclotriphosphazatrienes. Second‐order effects with phosphorus‐31 nuclei
Author(s) -
Deutsch W. Francis,
Parkes Harold G.,
Shaw Robert A.
Publication year - 1989
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260270302
Subject(s) - chemistry , geminal , substituent , nmr spectra database , nitrogen , phosphorus , spectral line , chemical shift , resonance (particle physics) , stereochemistry , crystallography , ring (chemistry) , nuclear magnetic resonance spectroscopy , inductive effect , medicinal chemistry , organic chemistry , physics , particle physics , astronomy
The 13 C NMR spectra were obtained for the geminal series N 3 P 3 Cl 6 − n Ph n (n = 2, 4, 6) and for the mono spiro series N 3 P 3 Ph 2 [X(CH 2 ) n Y]Cl 2 (X = Y = O, n = 2, 3, 4; X = Y = NH, n = 2, 3, 4; X = Y = NMe, n = 2, 3; X = O, Y = NH, n = 3, 4; X = NH, Y = NMe, n = 2, 3; X = O, Y = NMe, n = 2). Multiplet structures were observed in the 13 C NMR spectra of N 3 P 3 Ph 2 [HN(CH 2 ) 3 NH]Cl 2 at 0°C. The complexity of these resonances could be altered by a change in temperature. These observations have been rationalized in terms of second‐order interactions with remote phosphorus nuclei, which can be systematically altered with temperature. Inductive and resonance substituent coefficients have been calculated using the dual substituent parameter method from the relative shelding of the meta (C‐3) and para (C‐4) nuclei in the phenyl ring.