Abstract

Propargylamines are a promising but quite poorly studied category of organic compounds. This work aimed to study the photochemical properties of propargylamines polymers containing porphyrin fragments with electron transfer reactions. The study was carried out in 2019 at the Institute of Organic Chemistry (RAS, Moscow, Russia). The obtained polymer was irradiated with a luminous source. The absorption spectra were studied by electron paramagnetic resonance using a radio spectrometer. The presence of porphyrin and propargylamine in the polymer solution has been established to promote the reaction of complexation. This is due to the presence of double bonds in the amino groups, whereas also porphyrin and bromanil, which is an electron acceptor. The resulting data allow explaining the processes involved in photochemical reactions during the irradiation of the porphyrin complex in the presence of bromanil. In the long-wavelength part of the spectrum (above 540 nm), electron phototransfer inside the polymer molecule to the porphyrin side and between molecules from the porphyrin anion radical to the neutral polymer molecule take place.

Highlights

  • Propargylamines represent a promising category of organic compounds within commercial production

  • This is due to the presence of conjugated double bonds in the amino groups, fragments of porphyrin, as well as bromanil, which is a pronounced electron acceptor

  • A band at 355 nm was observed in the absorption spectrum, which can be attributed to complexation when charge transfer between bromanil and polymer amino groups takes place

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Summary

Introduction

Propargylamines represent a promising category of organic compounds within commercial production. These compounds are used in organic synthesis reactions as appropriate monomers [1]. Propargylamines are used in biological synthesis reactions, such as directed synthesis of biologically active substances [2]. Propargylamines are largely applied for medical purposes. Their activity is known to reduce tumor progression and affect the cardiovascular system by lowering blood pressure values [3]. Propargylamines are used to treat Parkinson's disease, as well as to synthesize anti-malaria drugs [4]. One other aspect of the propargylamines practical use has been reported for antidepressants [5]. A wide range of practical applications of propargylamines requires the study of their synthesis reactions and other reactivity capabilities

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