Lanthanum(III) chloride/chloroacetic acid as an efficient and reusable catalytic system for the synthesis of new 1-((2-hydroxynaphthalen-1-yl)(phenyl)methyl)semicarbazides/thiosemicarbazides

Pouramiri, Behjat; Kermani, Esmat Tavakolinejad

doi:10.1016/j.arabjc.2012.11.016

Cited by 5 publications

(2 citation statements)

References 20 publications

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“…In addition to the important biological properties observed, physical properties [18,19] are discovered owing to the presence of a metallic center in the molecular structures formed. The original structures of these compounds induce physical properties such as magnetism [20][21][22], fluorescence [23][24][25] or catalytic [26][27][28] in lanthanides and transition metals complexes. Detailed studies of the molecular structures and mode of coordination of these Schiff bases are carried out.…”

Section: Introductionmentioning

confidence: 99%

Crystal structures of bis[1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O)cobalt(III)-tetra(thiocyanato-κN) cobalt(II) methanol solvate, bis{1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O}nickel(II) bis(thiocyanate) and (1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O)bis(thiocyanato-κN)zinc(II)

et al. 2022

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The reactions of Schiff base 1-(1-hydroxypropan-2-ylidene)thiosemicarbazide (H2L), with salt of thiocyanate metal (II) (Co, Ni, or Zn), provided one dinuclear and two new mononuclear complexes, formulated respectively as {[Co(LH)2]2·[Co(NCS)4] ·2(MeOH)} (1), {[Ni(H2L)2]·[(NCS)2]} (2) and [Zn(H2L)(NCS)2] (3). These compounds have been studied and characterized by elemental analysis, infrared, and ultraviolet-visible (UV-vis) spectroscopies. The structures of the three complexes have been resolved by X-ray crystallography technique. The dinuclear complex 1 crystallizes in the orthorhombic space group Fdd2 with the following unit cell parameters a = 33.1524 (3) Å, b = 19.3780 (2) Å, c = 13.2533 (2) Å, V = 8514.28 (17) Å3, Z = 16, R1 = 0.025 and wR2 = 0.063, the mononuclear complex 2 crystallizes in the monoclinic space group P21/n with the following unit cell parameters a = 11.5752 (1) Å, b = 12.3253 (1) Å, c = 14.2257 (2) Å, β = 106.855 (1)°, V = 1942 (4) Å3, Z = 4, R1 = 0.038 and wR2 = 0.106 and the mononuclear complex 3 crystallizes in the monoclinic space group P21/c with the following unit cell parameters a = 6.1121 (2) Å, b = 26.8272 (7) Å, c = 8.0292 (2) Å, β = 99.876 (3)°, V = 1297.04 (6) Å3, Z = 4, R1 = 0.026 and wR2 = 0.057. The asymmetric unit of Complex 1 contains one cationic unit in which the ligand acts in its monodeprotonated form in tridentate fashion and one half of the anionic unit containing two thiocyanate co-ligands. In complexes 2 and 3, the ligand acts in its neutral form in a tridentate manner. In complex 2, two ligand molecules coordinate the Ni(II) center, and the thiocyanate moieties remains uncoordinated. In complex 3, the Zn(II) is coordinated by one ligand molecule and two thiocyanate groups through their nitrogen atoms. Numerous hydrogen bonds consolidated the structures of complexes 1, 2, and 3 in a three-dimensional network.

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Section: Introductionmentioning

confidence: 99%

Crystal structures of bis[1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O)cobalt(III)-tetra(thiocyanato-κN) cobalt(II) methanol solvate, bis{1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O}nickel(II) bis(thiocyanate) and (1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O)bis(thiocyanato-κN)zinc(II)

et al. 2022

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“…In continuation of ongoing research on green catalytic systems and their applications in organic synthesis and their applications as catalysts in organic synthesis, [44][45][46] it was decided to investigate lanthanum(III) chloride/chloroacetic acid (LaCl 3 /ClCH 2 COOH) as a highly efficient, and reusable catalytic system for the practical, one-pot, three-component synthesis of 11H-benzo [a]xanthen-11--ones, hexahydro-1H-xanthene-1,8(2H)-diones and 11-aryl-10H-diindeno[1,2--b:2′,1′-e]pyran-10,12(11H)-diones under solvent-free conditions (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Facile and rapid synthesis of divers xanthene derivatives using lanthanum(III) chloride/chloroacetic acid as an efficient and reusable catalytic system under solvent-free conditions

Pouramiri

Shirvani

Kermani

2017

JSCS

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LaCl 3 /ClCH 2 COOH was used as an efficient, and recyclable catalytic system for synthesis of 11H-benzo[a]xanthene-11-one, hexahydro-1H-xanthene-1,8(2H)-dione and 11-aryl-10H-diindeno[1,2-b:2′,1′-e]pyran-10,12(11H)-dione derivatives via a one-pot three-component reaction of aldehydes, 2-naphthol, and cyclic 1,3-dicarbonyl compounds. The reactions proceeded rapidly at 70 °C under solvent-free conditions and the desired products were obtained in good to excellent yields.

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Sources, Toxicity and Detection Techniques of Semicarbazide: A Review

Tian

Han

et al. 2021

J. Ocean Univ. China

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Lanthanum(III) chloride/chloroacetic acid as an efficient and reusable catalytic system for the synthesis of new 1-((2-hydroxynaphthalen-1-yl)(phenyl)methyl)semicarbazides/thiosemicarbazides

Cited by 5 publications

References 20 publications

Facile and rapid synthesis of divers xanthene derivatives using lanthanum(III) chloride/chloroacetic acid as an efficient and reusable catalytic system under solvent-free conditions

Sources, Toxicity and Detection Techniques of Semicarbazide: A Review

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