Pyrolysis of simple chiral aromatic alcohols. Survivability and preservation of chirality on minerals of astrophysical interest: a case study

Biology – Quantitative Biology – Biomolecules

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Scientific paper

The idea that extraterrestrial delivery of organic matter played an important role in prebiotic evolution depends on the capability of the biomolecules to survive at high temperatures, taking into account the fact that to reach the earth the space bodies can be exposed to a significant heat up. It has also been suggested that the chiral molecules of extraterrestrial origin might have initiated the biological homochirality, thus also the chiral properties must be preserved. The survivability of these molecules on the space bodies who reach the earth is an important question. The aim of the present work is to study the influence of temperature and influence of different minerals like silicates, ilmenite, wuestite, libethenite, etc. on the decomposition and the racemization of the most simple chiral aromatic molecule, i.e. (R)- o (S)-1-phenylethanol. In addition, other benzylic alcohols have also been studied to compare their behaviour with 1-phenylethanol. A Py-GC-MS technique was used to investigate this phenomenon. Various pyrolytic experiments, at temperatures between 100 and 600 C with and without minerals, were performed. A Principal Component Analysis (PCA) model was created using the results obtained with all catalysts at different temperatures and with the main products, i.e. acetophenone, dibenzylic ethers and styrene to discriminate the catalysts on the basis of their effects. The kinetic of racemization has been calculated and a tentative mechanism has been proposed. Using the trend of the enantiomeric excess in function of the temperature, a new approach to calculate the rate of racemization is proposed.

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