"Chiral Building Blocks"

The "Chiral Building Blocks" synthesis strategy requires the synthesis and optical resolution of precursor complexes. The advantage of this method consists in obtaining a precursor which can then be used for the synthesis of many different complexes so that resolution methods do not have to be accommodated to each target complexes. The precursor complexes chosen in this study are [Ru(L)2(pyridine)2] (on the figure L = TAP).

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I. Synthesis of [Ru(L)2(pyridine)2]2+

The synthesis of the 2 precursors was performed in 2 steps as described in the litterature. Both precursors were caracterised by Electro-Spray Mass Spectrometry and 1H NMR in one and two dimensions.

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II. Resolution of [Ru(L)2(pyridine)2]2+

The optical resolution of the precursors [Ru(phen)2(pyridine)2]2+ was achieved by diastereoisomeric crystallisation as described in the litterature. The enantiomeric excess obtained with [Ru(phen)2(pyridine)2]2+ has been determined by the determination of the specific optical rotation.

Application of this separation method to the TAP analogue did not succeed however, pointing out the difficulty of generalisation of optical resolution methods. Two other resolving agents were used with different methods but until now, no resolution has been achieved on this precursor.

 

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III. Photophysical Properties of [Ru(TAP)2(pyridine)2]2+ : Importance of Photoracemisation

The photophysical properties of the racmic mixture of [Ru(TAP)2(pyridine)2]2+ were investigated in order to evidence the main deactivation pathway and thereby reasoning on the origin of photoracemisation of this class of compounds.

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