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Spectral investigation of the reaction of hydrogenation of compounds of the porphin series



Spectral investigation of the reaction of hydrogenation of compounds of the porphin series



Biophysics [Biofizika] 10(2): 250-257



The spectral investigation of dark interaction of tetraphenylporphin and Zn-tetra-phenylporphin with hydrazine in pyridine solution shows that as a result of this interaction there is hydrogenation 1st of 1 pyrrole ring of the molecules of the pigment and then of a 2nd in the cis position in relation to the 1st hydrogenated ring in the case of Zn-tetraphenyl-porphin and in the trans position in the case of tetraphenylporphin. This difference between metal-containing and non-metal pigments is apparently due to the properties of symmetry of the molecules of the pigment. The reaction of hydrogenation of tetraphenylporphin and Zn-tetraphenylporphin occurs with good yield and may be used for preparative purposes. In vacuum conditions in degassed solution the reaction of dark hydrogenation of the molecules of the pigments unlike photochemical hydrogenation does not occur. It is assumed that whereas photo-hydrogenation proceeds via optically excited states of the molecules, dark hydrogenation requires formation of complexes of the pigment or reductant with oxygen. The reaction of dark interaction of chlorophyll a and pheophytin a with hydrazine in pyridine solution occurs in 2 stages. As a result of the 1st, rapid stage there is rupture of the cyclopentane ring of the molecules of the pigment. In the 2nd, slower stage as a result ai hydrogenation of one of the pyrrole rings of the molecule of chlorophyll a, there is formation of an analogue of bacteriochlorophyll with the adjacent hydrogenated pyrrole rings. In the case of pheophytin a in the 2nd stage of the reaction there is hydrogenation-more profound than for chlorophyll[long dash]of the molecules leading to formation of colorless products.

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