ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 22.63 MHz 13C NMR spectra of a series of alkylated thioureas are reported. Characteristic Z and E spectral regions were found for the 13C = S resonances. The two regions were generally found to be non-overlapping for the series, with the region of the Z, Z resonances occurring more downfield than those of either the Z, E or E, Z conformers in the cases of 1,3-disubstitution. The Z, Z configuration became favored and the relative chemical shift difference (Rδ) increased linearly with increasing substituent size. At 217 K, hindered internal rotation caused a multiplicity of resonances which were normally single peaks in the broad band 1H decoupled 62.86 MHz 13C spectrum of CH3NHCSNH(CH2)2NHCSNHCH3 (2MTE) at room temperature. The trends in chemical shifts and populations were employed to assign tentatively the resonances of five of the six possible configurational isomers contributing to the 2MTE spectra at 217 K. The isomer populations are given. The 13C NMR spectra reported here led to signal assignments of Z and E isomers which supported prior 1H NMR results and contradicted more recent results of another 13C NMR study of N-methylthiourea. The major peak of the exchange doublet occurs at relatively high field strengths in both methanol-d5.
Additional Material:
10 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/omr.1270210502
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