Synthesis and characterization of bis(2-aminophenyl)disulphide diimine derivatives and their ruthenium complexes

Abstract

Condensation of bis(2-aminophenyl)disulphide with aromatic aldehydes yielded the corresponding dithiophenyldiimines. Dinuclear ruthenium complexes were obtained by reacting the diimines (9) [bis(2-hydroxybenzaldehyde)-phenyldisulphide diimine], with RuCl 3 in the presence of L (L ¼ 2,2 0 -bipyridine, 1,10-phenanthroline, 3,4-diaminotoluene, pyridine and PPh 3 ) in EtOH. The two metal centres, connected through bridging chlorides, are in octahedral environments with one metal centre coordinated to sulphur and water while the other is coordinated to L.

Synthesis, catalytic and antibacterial activity of 2-aminophenyldisulphide

“…The mass spectrum of complex 2a, which was calculated by Finnigan's Excalibur Isotope Viewer showed the highest mass peak at 992.88 amu corresponding to a molecular formula of C 36 H 32 O 4 N 4 S 2 C l4 Ru 2 , which confirmed the binuclear nature of the metal complex. This indicated that one ruthenium atom is coordinated to an imine nitrogen, one terminal chlorine, one bipyridine and two bridging chlorine atoms, while the other ruthenium is coordinated to the other imine nitrogen, one terminal Cl, two bridging Cl and two water molecules, instead of a sulfur coordination as we reported earlier [8]. The positive mass spectrum gave major fragments at m/z 507 (sodium adduct of RuCl 2 (Bipy) 2 ) and 489 (C 23 H 19 N 3 OClRu) confirming the structure of 2a.…”

“…The reaction of RuCl 3 with 2-hydroxy benzaldehyde phenyldisulphide diimine, 2 in the presence of ligands L (L ¼ 2,2 0 -bipyridine, 1,10-phenanthroline or PPh 3 ) gave the binuclear complexes 2a-2c while with 2-chlorobenzaldehyde phenyldisulphide diimine, 3 or 2-nitrobenzaldehyde phenyldisulphide diimine, 4 in the presence of 1,10-phenanthroline or PPh 3 gave the binuclear complexes 3b, 3c and 4b [8]. We proposed earlier that in these complexes one of the ruthenium atoms is coordinated to one of the sulfur atoms as reported for similar types of complexes [6,7].…”

“…2-Aminophenyl disulphide or diimine derivatives have been reported to give mononuclear or binuclear metal complexes and displayed diverse modes of coordination [4][5][6][7][8]. Many Schiff-base metal complexes have been reported to catalyse organic oxidations in the presence of co-oxidants such as O 2 , H 2 O 2 , NMO, t-BuOOH and MCPBA [8][9][10][11][12]. Another important characteristic of Schiff bases is that they display antibacterial activity [13][14][15].…”

N,N′-Bis(3-phenylprop-2-en-1-ylidene)-2,2′-disulfanediyldianiline

“…The structure of the title compound was determined within a project on the synthesis of new ligands based on diaryldisulfides, see: Bhowon et al (2001Bhowon et al ( , 2005Bhowon et al ( , 2007; Raftery et al…”

Structure-activity relationship of Schiff base derivatives of bis(aminophenyl)disulfide and p-vanillin as antimicrobial agents

“…The microorganisms were clinical strains obtained from the Central laboratory, Victoria Hospital, Mauritius. Schiff bases 1-7 were synthesised by reacting bis(2-aminophenyl)disulfide with the corresponding aldehydes (Bhowon et al, 2005) while 8 and 9 by the reaction of vanillin and 2-aminophenol or 2-aminobenzoic acid (Uppiah et al, 2009).…”