Министерство науки и высшего образования Российской Федерации
Российская Академия Наук

ZIOC researchers proposed a new building block for supramolecular chemistry

28 november 2022 г.

Piperazine and its derivatives are widely used in medical and coordination chemistry, materials science, and also as reagents for capturing carbon dioxide. In recent years, the direction of using piperazine and its derivatives in the construction of new organic and metal-organic supramolecular structures has been actively developed due to its rigid symmetrical geometry and the ability to form multidirectional hydrogen bonds.

Scientists from the Laboratory of Organic and Metal-Organic Nitrogen-Oxygen Systems of the ZIOC developed a method for the synthesis of piperazine-1,4-diol and studied its possibility of using it as an analog of piperazine with an extended hydrogen bond donor topology. Physicochemical studies have shown that the structure of the resulting derivative is conformationally flexible and undergoes relatively rapid inversion of the ring and nitrogen atoms under normal conditions. Based on their results, the scientists concluded that the synthesized diol can give rise to a greater variety of supramolecular structures with hydrogen bonds than unsubstituted piperazine. Thus, piperazine-1,4-diol does not act as an "extended" analog of piperazine, but rather exhibits its own unique behavior as a hydrogen bond donor/acceptor.


Vladislav K. Lesnikov, Yulia V. Nelyubina, Alexey Yu. Sukhorukov Piperazine-1,4-diol (PipzDiol): synthesis, stereodynamics and assembly of supramolecular hydrogen-bonded 2D networks // New J. Chem., 2022,46, 20386-20394. DOI: 10.1039/d2nj03012h.