Syntheses, Structures and Herbicidal Activity of Bis(5-R-2-hydroxybenzylidene) Thiocarbohydrazide Monobutyltin Complexes [R: H(T1), Me(T2)]

The 1,5-disubstituted thiocarbohydrazide ligands were prepared by the condensation of thiocarbohydrazide with salicylaldehyde and 5-methylsalicylaldehyde, respectively. The butyltin complexes,[(5-R-2-hydroxy)ArCH=NNH]2 CS(n-BuSnCl)2, R = H(T1);R = Me(T2), based on the1,5-disubstituted thiocarbohydrazide were obtained by microwave-assisted solvothermal reaction of n-butyltintrichloride precursor with the ligands in methanol environments, which have been structurally characterized by elemental analysis, IR and(1 H, 13 C) NMR spectra. The crystals belong to monoclinic system, space groups C2/c(T1) and Pc(T2), respectively. The Sn atom is six-coordinated with distorted octahedral geometry by O, N and S atoms from ligand, C atom of butyl and two Cl atoms. In the crystal, complex T1 forms three-dimensional supramolecular assembly mediated by noncovalent interactions such as C–H···Cl and π-stacking interactions.Similarly, T2 forms an interesting two-dimensional supramolecular structure by noncovalent interactions(e.g. C–H×××Cl and N–H×××Cl) of one-dimensional band-like chain. These ligands and its butyltin complexes have growth effect on the target plants, such as Portulaca oleracea L.,Amaranthus spinosus L., Cassia tora L., Brassica campestris L. ssp. chinensis var. utilis Tsen et Lee and Amaranthus tricolor L. The ligand L1 has a good inhibitory effect on the growth of Cassia tora L., and complex T2 has selective inhibition on the growth of Portulaca oleracea L. and Amaranthus tricolor L., which can be used as a candidate compound for Cassia tora L., Portulaca oleracea L.and Amaranthus tricolor L. herbicide.

An open chain product in the reaction of benzil with thiocarbohydrazide

An open chain compound was obtained by reaction of benzil with thiocarbohy-drazide in acidic condition. Its derivative, namely, benzil bis-(5-isopropylidene-3-thiocarbohydrazone) has been structurally characterized by X-ray single crystal diffraction method. Crystallographic data: C22H26N8S2, Mr=466.62, monoclinic, space group C2/c, a=12.215(3), b=11.473(2), c=17.032 (3)A, B=98.96(2)0, V=2357.7(9)A3, Z=4, Dc=1.32 g/cm3, F(000)=1040, u(Mo Ka)=2.43 cm-1. Final R=0.050, Rw=0.061 for 1103 unique and observed reflections with I> 3o(I). The effect of the structures on the formation of the open-chain intermediates during the cyclization of (2:2) Schiff base macrocyclic compound has been discussed and a possible mechanism for the ring closure has been suggested.

Some Novel Schiff Bases from Pyruvic Acid with Amines Containing N &S Donor Atoms: Synthesis, Spectral Studies and X-Ray Crystal Structures

Four Schiff bases, from pyruvic acid (1) with amines containing N and S donor atoms, thiocarbohydrazide (2, 61%), 2-methyl-3-thiosemicarbazide (3, 26%), S-benzyldithiocarbazate (4, 51%) and S-n-octyldithiocarbazate (5, 63%) have been successfully synthesized. The conventional method was used and a series of novel linear and cyclic Schiff bases were obtained with or without catalyst. All the Schiff bases were fully characterized by CHN elemental analysis, FT-IR, 1H & 13C NMR, EI-MS and two of the Schiff bases were further characterized by X-ray crystallographic structure analysis. Compound 2 crystallizes in the triclinic space group P-1 and unit cell dimensions are: a = 4.1777(8), b = 5.9538(11), c = 13.458(3) Å, α = 92.759(6), β = 90.813(6), γ = 100.040(6)°, R1 = 0.0439. Compound 3 crystallizes in the orthorhombic space group P n a 2(1) and unit cell dimensions are: a = 5.5992(2), b = 11.3962(5), c = 10.6473(5), α = 92.759(6), β = 90.813(6), γ = 100.040(6)°, R1 = 0.0285. Compounds 2 and 3 were obtained as cyclic Schiff bases which are triazine derivatives.