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A series of chelating compounds for complexation with vanadium were synthesised. Mono and di α-formylated pyridines, phenols and thiophenes were reacted with hydroxylamine to produce the equivalent oxime which then was reduced to form the corresponding hydroxylamine compound. 2,5-Thiophene dicarboxaldehyde was synthesised through a double lithiation of 2,5-dibromothiophene and then reacting it with DMF. 2,5-Pyridine dicarboxaldehyde was synthesised from 2,5-pyridine dicarboxylic acid through a series of steps, from the diacid, to the diacetylchloride, then to the dimethyl ester, and finally the dimethanol derivate. The dimethanol then underwent Swern oxidation to produce 2,5-pyridine dicarboxaldehyde. To find a good method to reduce the oximes, 2-phenol aldoxime was used as a probe molecule for various reducing agents, including pyridine borohydride with hydrochloric acid and trifluoroacetic acid, benzyltrimethylammonium borohydride, DIBALH, zirconium borohydride and THF borohydride. The reducing agent that was found most effective was pyridine borohydride combined with trifluoroacetic acid, and might be equally efficient or even better than the use of cyanoborohydride. Regardless of the efficiency of the reducing agents, none of these mentioned was able to reduce the α-pyridine oximes.