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The University of Southampton

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Cinchonidine

Cinchonidine

Cinchonidine is an alkaloid found in Cinchona officinalis. It is used in asymmetric synthesis in organic chemistry.

Data Collection

AVIIIHD500 FT-NMR spectrometer

5 mm SMART probe

HH COSY. The HH COSY shows the coupling network within the molecule.

TOCSY. The HH TOCSY spectrum shows correlations that belong together in contiguous spin systems.

ROESY. The ROESY spectrum shows NOE (through space) interactions. The data should be considered in combination with the HH COSY spectrum to identify the signals caused by scalar coupling.

HSQC. In the HSQC spectrum the one-bond direct HC couplings can be viewed as cross-peaks between the proton and carbon projections; in the illustrated spectrum, DEPT editing has been applied.

In the HMBC spectrum the two- and three- bond couplings between protons and carbons can be seen as cross-peaks that correctly align with both projections; the cross-peaks that align correctly only with the carbon projection and are split around the proton signal are one-bond direct HC couplings.

In the HN HMBC spectrum the two- and three- bond couplings between 1H and 15N nuclei can be seen as cross-peaks. The f1 projection can be extracted and provide 15N chemical shifts for nitrogen proximal to protons much more rapidly than direct observation.

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