Formation of the amide or ester bond is a crucial step in synthesis of numerous organic molecules, particularly peptides. The most valuable methods involve the coupling reagents activating carboxylic function directly in the reaction media. After two decades of domination of benzotriazole based chemistry, a new type of coupling reagents has been proposed [1, 2].

According to this, several of N-triazyloammonium tetrafluoroborate salts has been studied by X-ray diffraction method.

Each of the determined structures is packed and highly stabilized by many weak hydrogen bonds appearing between fluorine atom and C-H motives. The interplay of different weak intermolecular interactions: π-stacking, C-H· · ·F, C-H· · ·N and C-H· · ·O weak hydrogen bonds determine the supramolecular architecture of these compounds. Chains, grids and three dimensional networks occur in particular structures.

[1] Z. J. Kaminski, Tetrahedron Lett. 1985, 26, 2901.
[2] Z. J. Kaminski, Synthesis 1987, 917.

This work has been supported by European Social Fund and Polish State in the frame of "Mechanizm WIDDOK" programme (contract number Z/2.10/II/2.6/04/05/U/2/06).

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