Collect. Czech. Chem. Commun.
1980, 45, 2784-2803
https://doi.org/10.1135/cccc19802784
In situ reactions of amines and amino alcohols and their application to structural assignment by 1H NMR spectroscopy
Miloš Buděšínský, Zdeněk Samek and Miloš Tichý
Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
Abstract
The in situ reaction of amines with trichloroacetyl isocyanate (TAI) in the NMR sample tube was investigated as a tool in structural analysis by means of 1H NMR spectroscopy. Preferred conformations of the adducts were suggested which explain different behaviour of NH protons and the induced CH protons shifts. On the example of amino alcohols it was shown how to use the TAI method in combination with other in situ reactions (protonation, acetylation, trifluoroacetylation) for simultaneous differentiation between functional groups in polyfunctional molecules.
