Dinuclear complexes, a one dimensional chain and a two dimensional layer of bismuth() chalcogenones for C-S cross coupling reactions

The catalytic application of bismuth( iii ) coordination polymers has been reported. Dinuclear bismuth( iii ) chalcogenone complexes, namely, [( L 1 ) 2 BiCl 2 (μ 2 -Cl)] 2 ( 1 ), [( L 2 ) 2 BiBr 2 (μ 2 -Br)] 2 ( 4 ), a 2D layered bismuth( iii ) thione complex [{( L 2 )BiCl 2 (μ 2 -Cl)} 2 ] ∞ ( 2 ), and 1D chain [( L 1 )Bi(Br)(μ 2 -Br) 2 ·CH 3 CN] ∞ ( 3 ), were isolated by treating the corresponding chalcogenone ligands [1-(2-hydroxyethyl)-3-isopropyl-1 H -benzo[ d ]imidazole-2(3 H )-selone ( L 1 ) and 1-(2-hydroxyethyl)-3-isopropyl-1 H -benzo[ d ]imidazole-2(3 H )-thione ( L 2 )] with BiX 3 (X = Cl, Br). Complexes 1-4 were characterized by FTIR and NMR spectroscopy, CHNS analysis, and single-crystal X-ray diffraction techniques. Besides, complexes 1-4 were utilized as catalysts in C-S cross-coupling reactions. Catalysts 1-4 were highly active. Interestingly, the 1D coordination polymer 3 displayed superior catalytic efficiency to discrete complexes 1 and 4 and the thione-based 2D coordination layer 2 . The scope of the catalytic reaction was demonstrated using catalyst 3 for annulated heterocyclic aryl halides such as 9-chloro acridine and gave excellent yields. The bismuth coordination polymers derived from organochalcogenone ligands and their catalytic applications in the synthesis of annulated heterocyclic aryl thioethers have been investigated.