Synthesis, characterization and X-ray structures of AMTT-type Schiff bases and two CuI complexes (AMTT = 4-amino-5-methyl-2H-1,2,4-triazole- 3(4H)-thione)

Masoumeh Tabatabaee*, Mitra Ghassemzadeh, Ali Sadeghi, Mahmoud Shahriary, Bernhard Neumüller, Alexander Rothenberger

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

The reaction of 4-amino-5-methyl-2H-1,2,4-triazole-3(4H)-thione (AMTT) with 4-methylbenzaldehyde and 4-methoxybenzaldehyde in ethanol led to the iminic derivatives 4-(4-methylbenzylideneamino)-5-methyl-2H-1,2,4-triazole-3(4H)-thione (L1) and 4-(4-methoxybenzyl-ideneamino)-5-methyl-2H-1,2,4-triazole-3(4H)-thione (L2). The reaction of L1 with CuCl in the presence of triphenylphosphane as co-ligand in methanol/chloroform solution gave the CuI complex containing L1, [Cu(L1)(PPh3)2Cl]·0.5CH 3OH·0.25CHCl3 (1). Treatment of L2 with the same metal salt in a molar ratio of 1:1 in methanol and further addition of a solution of PPh3 in chloroform led to the complex [Cu(L2)(PPh3) 2Cl]·2.5CHCl3 (2). The complexes and L1 were characterized by IR and NMR spectroscopy as well as by X-ray diffraction studies. In both complexes, the Schiff base ligand is coordinated to the copper ion through its sulfur atom. The other coordination sites around the copper ion are occupied by two triphenylphosphane molecules and one chloride ion. Therefore, each CuI ion is in a distorted tetrahedral environment. Crystal data for L1 at -100°C: space group P21/n with a = 720.5(1), b = 1140.6(1), c = 1426.3(2) pm, β = 91.25(1)°, Z = 4, R 1 = 0.03, for 1 at -120°C : space group P1 with a = 1286.3(1), b = 1740.3(1), c = 2060.2(1) pm, α = 79.085(6), β = 83.827(5), γ = 76.688(6)°, Z = 4, R1 = 0.0649 and for 2 at -80°C : space group P1 with a = 1183.7(2), b = 1370.1(2), c = 1812.1(3) pm, α = 85.69(2), β = 88.52(2), γ = 64.89(2)°, Z = 2, R1 = 0.0488.

Original languageEnglish (US)
Pages (from-to)120-124
Number of pages5
JournalZeitschrift fur Anorganische und Allgemeine Chemie
Volume635
Issue number1
DOIs
StatePublished - Jan 1 2009

Keywords

  • 1,2,4-Triazole
  • Copper
  • Crystal structures
  • Schiff bases

ASJC Scopus subject areas

  • Inorganic Chemistry

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