Abstract
The trivalent derivatives (B, Al, As, Sb & Fe) and tetravalent derivatives (Si, Ti & Se) of 2‐hydroxy‐1‐naphthoic acid have been prepared by the interaction of their corresponding isopropoxide with letter in different molar ratio viz. 1:3 &1:4 in benzene medium. The prepared compounds generally obtained as coloured solids and amongst them those containing isopropoxy groups were found to be hygroscopic. All these compound were characterized by azeotrope and elemental analysis as well as by IR, PMR and mass spectral measurements. These spectral data have facilitated in elucidating the mode of bonding of the said metals and non‐metals in these compounds with 2‐hydroxy‐1‐naphthoic acid.
Highlights
The reactivity of metal / non metal alkoxides provides a simple and convenient method for preparations of a variety of metallo-organic / non-metallo-organic compounds.The ligating properties of 2-hydroxy-1-naphthoic acid containing hydroxy groups (-OH) adjacent to the carboxylic acid group(-COOH) have seen extensively examined[1,2,3] owing to the favorable geometry of donor sites for stable 6-membered metal chelating ring formation.These prepared trivalent and tetravalent compounds of 2-hydroxy-1-naphthoic acid by alcoholysis reaction involving the interaction of the corresponding metal/non-metal isopropoxide with 2,1hna in appropriate stoichiometric ratios viz. 1:3 and 1:4 (1:1 and 1:2 were reported earlier4) in benzene as a reaction medium
General Procedure for the synthesis of trivalent and tetravalent derivatives The tri/tetravalent isopropoxide and 2,1 hna in appropriate stoichiometry in dry benzene are refluxed on a wax bath at 90-1000C
M(III) (LH2)[3], M(IV) (LH2)[4] shows weak and medium absorption in the region 3100-2880 cm-1 indicate the overlapping of free hydroxy and νC-H of the aromatic ring, while the other absorptions in the region 31002880 cm-1 corresponds to the overlapping of νC-H of the aromatic ring and isopropoxide group in case of M(IV) (LH2)[3] (OPri)
Summary
The reactivity of metal / non metal alkoxides provides a simple and convenient method for preparations of a variety of metallo-organic / non-metallo-organic compounds.The ligating properties of 2-hydroxy-1-naphthoic acid containing hydroxy groups (-OH) adjacent to the carboxylic acid group(-COOH) have seen extensively examined[1,2,3] owing to the favorable geometry of donor sites for stable 6-membered metal chelating ring formation.These prepared trivalent and tetravalent compounds of 2-hydroxy-1-naphthoic acid (abbreviated as 2,1hna or LH2) (structure a) by alcoholysis reaction involving the interaction of the corresponding metal/non-metal isopropoxide with 2,1hna in appropriate stoichiometric ratios viz. 1:3 and 1:4 (1:1 and 1:2 were reported earlier4) in benzene as a reaction medium. These prepared trivalent and tetravalent compounds of 2-hydroxy-1-naphthoic acid (abbreviated as 2,1hna or LH2) (structure a) by alcoholysis reaction involving the interaction of the corresponding metal/non-metal isopropoxide with 2,1hna in appropriate stoichiometric ratios viz.
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