Syntheses, characterization and crystal structures of diorganotin compounds with 2-mercaptopyrimidine and 4-amino-2-mercaptopyrimidine

Ma, Chunlin; Shi, Yang; Zhang, Qingfu; Jiang, Qin

doi:10.1016/j.poly.2004.11.029

Cited by 24 publications

(20 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Only one organometallic complex (of tin) has been reported very recently. [32] Treatment of a suspension of [Ru(CH=CHC 6 H 4 Me-4)-Cl(CO)(BTD)(PPh 3 ) 2 ] and 4-amino-2-mercaptopyrimidine in dichloromethane with an ethanolic solution of sodium methoxide led to an immediate colour change from red to yellow. A yellow microcrystalline solid was isolated.…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

et al. 2006

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 99%

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

et al. 2006

View full text Add to dashboard Cite

“…This feature is further supported by the observation of a band near 1178 cm -1 arising from the m(C=S) stretch, which remains unchanged [20]. wave number with the existence of m s (NH 2 ), m as (NH 2 ) and m(OH) stretches more or less in the same position as in the free ligand [26].…”

Section: Vibrational Spectramentioning

confidence: 53%

“…The inhibition activity of the silver(I) complexes may be attributed to their inhibition of the replication of the microorganisms DNA by interacting with enzyme prosthetic groups, altering the microbial metabolism and their ability to form hydrogen bonds with the cell wall and cell constituents [42,44]. Also, it is reported that the substituted 2-thiopyrimidines inhibit the synthesis of t-RNA in E. coli [6,13,26]. Thus, it is expected that the high biological activity of [Ag(phen)(HTDAHP)] + is due to the presence of both phen and 2-thiopyrimidine rings (unsaturated nitrogen base) in the complex.…”

Section: Anti-microbial Activitymentioning

confidence: 99%

Biologically active 2-thione-4,6-diamino-5-hydroxypyrimidine transition metal complexes

Mostafa

Hadjiliadis

2008

Transition Met Chem

View full text Add to dashboard Cite

New complexes of 2-thione-4,6-diamino-5-hydroxypyrimidine (HTDAHP) with Fe(III), Ni(II), Ag(I) and Ru (II) are described. IR, 1 H-NMR and mass spectra, conductivity, magnetic and thermal measurements of the complexes are reported and their structures discussed. HTDAHP behaves as a bidentate ligand, forming five membered hydroxyl-amino chelates or four-membered cyclic nitrogen-sulphur chelates without any participation of the pendant amino or hydroxy groups in complexation. The biological activities of the Ag(I) complexes against fungi (Aspergillus niger and Candida albicans) and bacteria (Staphylococcus aureus and Pseudomonas aeruginosa) have been investigated.

show abstract

“…From solid-state crystal structure studies of complexes of (phosphine)gold(I) formed with 4-amino-2-pyrimidine thiolate, monodentate binding of the metal ion to the thiolate group is known [59], but the formation of fourmembered chelates to the same ligand (also known as 4-amino-2-mercaptopyrimidine) involving both the S -and N sites has been observed as well in complexes formed with diorganotin(IV) compounds [60]. The corresponding type of four-membered rings is also found in complexes formed by (pentamethyl-cyclopentadienyl)rhodium(III) with pyrimidine-2-thionate or 4-methylpyrimidine-2-thionate [61].…”

Section: Stability Constants Of M 2+ /C2s Complexesmentioning

confidence: 99%

Acid–base and metal ion binding properties of 2-thiocytidine in aqueous solution

et al. 2008

View full text Add to dashboard Cite

The thionucleoside 2-thiocytidine (C2S) occurs in nature in transfer RNAs; it receives attention in diverse fields like drug research and nanotechnology. By potentiometric pH titrations we measured the acidity constants of H(C2S) + + (pK a = 4.24). This moderate effect of about 0.8 pK units contrasts with the strong acidification of about 4 pK units of the (C4)NH 2 group in C2S (pK a = 12.65) compared with Cyd (pK a & 16.7); the reason for this result is that the amino-thione tautomer, which dominates for the neutral C2S molecule, is transformed upon deprotonation into the imino-thioate form with the negative charge largely located on the sulfur. In the M(C2S) 2+ complexes the (C2)S group is the primary binding site rather than N3 as is the case in the M(Cyd) 2+ complexes, though owing to chelate formation N3 is to some extent still involved in metal ion binding. Similarly, in the Zn(C2S-H) + and Cd(C2S-H) + complexes the main metal ion binding site is the (C2)S -unit (formation degree above 99.99% compared with that of N3). However, again a large degree of chelate formation with N3 must be surmised for the M(C2S-H) + species in accord with previous solid-state studies of related ligands. Upon metal ion binding, the deprotonation of the (C4)NH 2 group (pK a = 12.65) is dramatically acidified (pK a & 3), confirming the very high stability of the M(C2S-H) + complexes. To conclude, the hydrogen-bonding and metal ion complex forming capabilities of C2S differ strongly from those of its parent Cyd; this must have consequences for the properties of those RNAs which contain this thionucleoside.Keywords Acidity constants Á Isomeric equilibria Á RNAs with thionucleosides Á Stability constants Á Tautomeric equilibria Species written without a charge either do not carry one or represent the species in general (i.e., independent of their protonation degree); which of the two possibilities applies is always clear from the context. A formula like (C2S-H) + means that the ligand has lost a proton and it is to be read as C2S minus H + .

show abstract

Syntheses, characterization and crystal structures of diorganotin compounds with 2-mercaptopyrimidine and 4-amino-2-mercaptopyrimidine

Cited by 24 publications

References 16 publications

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

Spectroscopic, Structural and Theoretical Investigation of Alkenyl Ruthenium Complexes Supported by Sulfur–Nitrogen Mixed‐Donor Ligands

Biologically active 2-thione-4,6-diamino-5-hydroxypyrimidine transition metal complexes

Acid–base and metal ion binding properties of 2-thiocytidine in aqueous solution

Contact Info

Product

Resources

About