5410-16-2Relevant academic research and scientific papers
Cyclopalladation of azobenzenes and their reactivity towards N-substituted imidazolidine-2-thiones and allied ligands: Synthesis, structures, spectroscopy and ESI-mass studies
Sandhu, Amanpreet K.,Lobana, Tarlok S.,Sran, Balkaran S.,Hundal, Geeta,Jasinski, Jerry P.
, p. 112 - 124 (2018/03/06)
Reactions of palladium(II) chloride with azobenzene (azbH), p-methoxyazobenzene (mazbH) and 4, 4′-diethoxyazobenzene (deazbH) in methanol yielded halogen bridged dinuclear precursors [Pd2(κ2:C,N-L)2(μ-Cl)2] (here L = azb?, mazb? and deazb?). These precursors were further reacted with a series of N, S- donor thio-ligands, namely, 1,3-imidazolidine-2-thiones (imdzSH-NR; R = H, Me, Et, Prn, Bun, Ph), N-methyl-imidazoline-2-thione (imzSH-NMe), 1,3-benzimidazoline-2-thione (bzimSH-NH) and 1, 3- thiazolidine-2-thione (tzdSH). Nineteen dinuclear organometallic compounds synthesized are listed as follows: (a) [Pd2(κ2:C, N-azb)2(μ-N, S-imdzS-NR)2] (R = H, 1; Me, 2; Et 3; Prn 4; Bun 5; Ph 6), (b) [Pd2(κ2:C, N-mazb)2(N, S-imdzS-NR)2] (R = Me, 7; Et, 8; Prn 9; Bun 10), (c) [Pd2(κ2:C, N-deazb)2(N, S-imdzS-NR)2] (R = Et, 11; Prn 12; Bun 13; Ph 14), (d) [Pd2(κ2:C, N-azb)2(μ-N, S-L)2] (L = bzimS-NH 15; imzS-NMe 16; tzdS 17), and (e) [Pd2(κ2:C, N-deazb)2(N, S-L)2] (L = bzimS-NH 18; imzS-NMe 19). All these compounds have been characterized with the help of analytical data, electron absorption, NMR and fluoresecence spectroscopy, ESI-mass spectrometry and single crystal X-ray crystallography. The loss of one C-H proton of an azobenzene and one N-H proton of a thio-ligand occurred per palladium metal center in dinuclear complexes synthesized, which have C, N-chelating azobenzenes and N, S-bridging heterocyclic thiolates.
Heterocyclic-2-thione derivatives of silver(I): Synthesis, spectroscopy and structures of mono- and di-nuclear silver(I) halide complexes
Lobana, Tarlok S.,Sultana, Razia,Butcher, Ray J.,Jasinski, Jerry P.,Golen, James A.,Castineiras, Alfonso,Pr?pper, Kevin,Fernandez, Francisco J.,Vega, M. Cristina
supporting information, p. 460 - 469 (2013/10/01)
The scarcely known chemistry of silver(I) halides with a series of heterocyclic thiones in acetonitrile (or methanol-acetonitrile) is described. Silver(I) chloride with a series of imidazolidine-2-thiones [C3H 5NS(N-R)] in the presence of one equivalent of PPh3 with respect to the thione ligand has yielded chloro-bridged dinuclear complexes, [Ag2(μ-Cl)2(κ1-S-C3H 5NS(N-R))2(PPh3)2] (1, R = H; 2, R = Me; 3, R = Et), and in the presence of two equivalents of PPh3, it has yielded mononuclear complexes, [Ag(κ1-Cl) (κ1-S-C3H5NS(N-R))(PPh3) 2] (4, R = Me; 5, R = Et). The n-propyl-imidazolidine-2-thione with silver(I) chloride formed only a mononuclear complex, [Ag(κ1- Cl)(κ1-S-C3H5NS(N-Prn)) (PPh3)2] (6), in the presence of one or two equivalents of PPh3. In contrast, silver(I) bromide with C3H 5NS(N-R) in the presence of one or two equivalents of PPh3 with respect to the thione ligand has yielded bromide-bridged dinuclear complexes, [Ag2(μ-Br)2(κ1-S-C 3H5NS(N-R))2(PPh3)2] (7, R = Me; 8, R = Et; 9, R = Prn). The related thio-ligands, namely, 1-methyl-imidazoline-2-thione and thiazolidine-2-thione with silver(I) bromide in the presence of one or two equivalents of PPh3 have formed bromide bridged dimeric [Ag2(μ-Br)2(κ1-S- C3H3NS(N-Me))2(PPh3)2] (10) or mononuclear Ag(κ1-Br)(κ1-S-C 3H5NS2)(PPh3)2] (11) complexes respectively. The 2,4-dithiouracil (C4H4N 2S2) with silver(I) chloride/bromide and PPh3 has yielded hetero-bridged dinuclear complexes, [Ag2(μ-S,S-C 4H3N2S2)(μ-X)(PPh 3)4] (X = Cl, 12; Br, 13) involving rupture of Ag-X bonds directly with a thio-ligand, a rare case of such rupture in metal-heterocyclic thione chemistry.
