N, N′-Olefin functionalized Bis-Imidazolium Pd(II) chloride N-Heterocyclic carbene complex builds a supramolecular framework and shows catalytic efficacy for 'C-C' coupling reactions.

The ligand 3,3-( p-phenylenedimethylene) bis{1-(2-methylallyl)} imidazolium bromide ( 1) and its Palladium(II) N-heterocyclic carbene (NHC) complex ( 3) has been synthesized and characterized by several spectroscopic techniques and the solid-state structure of 3 has been determined by single crystal X-ray diffraction studies. The Pd(II) complex possesses ring head to tail π- π stacking interactions (3.767 A ) through imidazole rings. Complex 3 catalyzes Suzuki-Miyaura 'C-C' coupling reaction. DFT calculations have been used to understand the HOMO/LUMO energy and hence the stability and reactivity of Pd(II) complex in syn and anti-configuration. [Figure not available: see fulltext. Caption: Palladium(II) N-heterocyclic carbene (NHC) complex ( 3) of the ligand 3,3'-(pphenylenedimethylene) bis{1-(2-methylallyl)}imidazolium bromide has been synthesized and characterized by several spectroscopic techniques and finally the solid-state structure of 3 has been determined by single-crystal X-ray diffraction studies. The Pd(II) complex possesses ring head to tail Π-Π stacking interaction (3.767 Ǻ) through imidazole rings. Complex 3 catalyzes Suzuki-Miyaura 'C-C' coupling reaction. DFT calculations were performed to know HOMO/LUMO energy and hence the stability and reactivity of Pd(II) complex in syn- and anti-configuration.] [ABSTRACT FROM AUTHOR]