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ISSN 1998-9539

A DOSY Spectroscopy Study of Proton Exchange Processes Involving Inner N-H Protons in Natural and Synthetic Porphyrins

Dmitriy V. Belykha@ and Alexander L. Stolypkoa,b

aInstitute of Chemistry, Komi Science Centre, Ural Branch of the Russian Academy of Sciences, 167982 Syktyvkar, Russia

bSyktyvkar State University, 167000 Syktyvkar, Russia

@Corresponding author E-mail:


DOI: 10.6060/mhc160534b

Macroheterocycles 2017 10(1) 51-56


DOSY spectroscopy was used to assess the involvement of inner N-H protons of porphyrinic compounds in exchange processes. The assessment was made by comparison of increase of self-diffusion coefficients of N-H and C-H protons. The difference in the measured coefficients can serve as a quantitative measure of hydrogen exchange intensity and thus of N-H acidity. Using DOSY allowed to demonstrate that regardless of the strongly different chemical shifts, the N-H bonds in porphyrins and chlorins have similar acidity and the magnetically non-equivalent inner N-H protons in chlorins have a different degree of involvement in exchange processes..


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