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1 Bulletin of the Polish Academy of Sciences. Chemistry

1 2000

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Physical image vs. structure relation, 5 [1]. Multinuclear NMR structural study on some hydrazones of O,O-Dialkyl 1-Oxoalkanephosphonates

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Nazarski R. B. , Gralak D. K. , Kudzin Z. H.

Bulletin of the Polish Academy of Sciences. Chemistry

2000

tom Vol. 48, No. 1

27-33

An unambiguous method for determination of the configuration of any single 0,0-dialkyl 1-oxoalkanephosphonate hydrazones based on H, C, P NMR data has been elaborated; the use of 1 JCp (P-C=N) couplings is the most fruitful. The 12C/13C isotope effects on the P chemical shifts of selected compounds have been measured. For primary hydrazones the E/Z isomerisation with stabilisation of their Z forms through an intramolecular H-bonding has been proven. In addition, for the latter stereoisomers small scalar couplings between H-bonded groups N-H.. .O=P have been found, JHP 2.4-3.4 Hz. The possibility of the across H-bridge transfer of spin-spin interactions in these forms is also discussed.