Application of 4-pyridylselenolate palladium macrocycles in Suzuki couplings

Abstract

Pd macrocycles of diphosphine were constructed employing 4-pyridylselenolate. They act as excellent catalysts in the Suzuki coupling reaction.

Anticancer activity of Pt-selenolate metallacycles

“…Our aim was to evaluate the anticancer properties of palladium and platinum complexes of different structural motifs, and accordingly, various complexes of 4-pyridylchalcogenolates with phosphine co-ligands, were prepared. Neutral platinum complexes of type I [M(P ∩ P)(4-Epy) 2 ] (M = Pt, P ∩ P = dppf, E = S; 1 , Se; 2 ) were prepared by a method similar to that for the palladium analogues of dppe 26 and dppf 22 (Scheme 1). The 1 : 2 ratio of phosphine and chalcogenolate ligands in 1 and 2 was determined from elemental analysis combined with 1 H NMR spectroscopy (Fig.…”

“…26 The cationic platinum complexes [Pt(P -P)(4-Epy)] n (OTf) n of category III could be synthesized via two routes from the reaction of Pt(dppf)(OTf) 2 with NaEpy or metallo-ligand I in the 1 : 1 ratio as described for palladium selenolate complexes of dppe (5) and dppf (8). 22 The 31 P{ 1 H} NMR spectrum of the yellow crystals of the complex of dppe 6 [Pt(dppe)-(4-Sepy)] n (OTf) n showed two large and two small signals in a 1 : 0.3 ratio (Fig. S6, ESI †).…”

“…21 We have recently developed analogous Pd macrocycles [Pd(P -P)(4-Sepy)] n X n (n = 2, 4) as homogeneous catalysts for the Suzuki C-C coupling reaction. 22 We synthesized stable macrocycles of Pd(II) and Pt(II) from the unreduced form of the ligand, i.e., 4,4 0 -py 2 E 2 coordinated through N donors with capping ligands amine 23 and phosphine. 24,25 These complexes showed high anti-proliferative activity in vitro, using lung and breast carcinoma cells (A549 and MCF7).…”

“…All the new compounds were characterized by NMR spectroscopy, mass spectrometry and X-ray crystallography. Further insight into the structure-activity relationship was gained by including our previously reported complexes such as analogous Pd metallacycles, 22 neutral mononuclear complexes, 26 complexes of various phosphines and thiolate analogues in the current investigation. For comparison purpose, the tetranuclear cationic complex of 4,4 0 -biphenylene dithiolate 27 possessing a more rigid structure was also included in the investigation of antiproliferative activity, induction of apoptosis and DNA damage.…”

Linkage Isomers of Triangular Pd Metallacycles and Catalysis in Aqueous Suzuki Coupling Reaction

“…This contrasts with our previously reported phosphine-capped Pd and Pt metallacycles derived from 4-pyridyl chalcogenolate, wherein the dimer and tetramer remain in equilibria as major and minor products (Scheme S1). , The catalytic activity of the present Pd complexes was evaluated in Suzuki C–C coupling reactions in water.…”