Abstract

Substituted N-(pyridin-2-yl) ureas or carbamates act as polynucleophiles upon the reaction with palladium(II) bis(isocyanide) complexes at RT to give metallacycles containing azaheterocyclic and urea fragments. Nine new C,N-chelate deprotonated diaminocarbene palladium(II) complexes were synthesized by coupling substituted N-(2-pyridyl)ureas and coordinated isocyanides. The obtained yellow or green-yellow species were characterized by high-resolution mass spectrometry and 1D (1H, 13C) NMR spectroscopies. The structures of six complexes in a solid state were elucidated by single-crystal X-ray diffraction (XRD). This universal and convenient method for the preparation of C^N-cyclometallated palladium(II) complexes under mild conditions opens the way to the targeted synthesis of polyfunctional organometallic compounds that combine the chemical, biological, and photophysical properties of metallacycles and parent azaheterocycles.

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