87251-96-5Relevant academic research and scientific papers
L-CYSTEINE COMPOUNDS WITH TWO ASYMMETRIC CENTRES AND THE RELATED CADMIUM COMPLEXES
Guerin, Philippe,Battioni, Jean Paul,Leclerq, Martine,Dumas, Philippe
, p. 351 - 358 (2007/10/02)
The cadmium complexes of L-cysteine alkyl esters have been shown to polymerize methylthiirane stereospecifically and stereoelectively.A series of L-cysteine esters with two asymmetric carbon atoms is prepared by reacting L-cysteine with the racemic mixture of various secondary alcohols: CH3CH(OH)R (with R = C2H5, CH(CH3)2, C(CH3)3, C6H13, CH2C6H5) in the presence of dried HCl.It is shown that, under same experimental conditions, 1-phenyl ethanol (R = C6H5) gives rise to S-substitution instead of esterification.The structure of the resulting compound is confirmed, in particular, on the basis of 13C and 1H NMR spectra whose lines are assigned by comparison with spectra of model compound.The cadmium complexes of the various diastereoisomeric derivates of L-cysteine are prepared and characterized.Cadmium bis 2-octyl ester cysteinate is the first example of cadmium L-cysteinate derivate soluble in organic solvents.It is shown that all these complexes act as initiators for the polymerization of methylthiirane in homogeneous phase.
