Russian chemists delivered the isocyanides from the smell of the halogen bonds

Scientists from St. Petersburg have registered the formation of halogen relationships between carbon isocyanide groups with iodine in the iodine substituted perforating. Such non-covalent binding of reduced volatility, and, respectively, and the smell of foul-smelling isocyanides without losing their reactivity. The results of the study, which can overcome the limitations of the use of these substances, published in the journal Nature Communications.

Under usually understand non-covalent halogen bond of the halogen with a nucleophilic center, rich in electron density. These relationships play an important role in supramolecular chemistry, organic catalysis, coordination chemistry, chemistry of polymers, drug development and functioning of the human body. Nucleophilic centers can be electronegative hetero-atoms with an unbound pair of electrons and the electron-donor π-system. Often forms a carbon halogen bond by the π-system, but isocyanide group carbon has an unbound pair of electrons, which can become a nucleophilic donor for the formation of halogen communications.

The use of isocyanides in the chemical laboratory is often limited due to their pronounced odor. He is so strong that volatile isocyanides equate to non-lethal chemical weapons. Alexander Mihejev (Alexander S. Mikherdov) with colleagues from St. Petersburg state University has proposed through the formation of halogen bonds to weaken the odor of the isocyanides. As acceptor of halogen when they used mesityl isocyanide (1,2,5-trimethylbenzoyl with isocyanides group), and fervently with zanesennyj to one or several atoms of iodine forami — the role of donor relations. The samples the researchers studied using the methods rentgenostrukturnogo analysis, solid state nuclear magnetic resonance and infrared spectroscopy.

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