DFT study of the ring-closing reaction by carbonate nucleophilic attack of 3-N-methylthymidine derivatives, displacing a tosyl leaving group

Data to support article:<br><br>CO₂-driven stereochemical inversion of sugars to create thymidine-based polycarbonates by ring-opening polymerisation<br><br>DOI: 10.6084/m9.figshare.4309616<br><br><br>Authors:<br><br> Georgina L. Gregory,^a Elizabeth M. Hierons,^a Gabriele Kociok-Köhn,^a Ram Sharma^b and Antoine Buchard^a,* ^a Department of Chemistry, University of Bath, Bath BA2 7AY ^b Department of Chemical Engineering, University of Bath, Bath BA2 7AY <br>DFT study: - DFT optimised geometries and computed free enthalpies of local minima (intermediates) and local maxima (transition states) were used to investigate the mechanism of ring-closing by intramolecular carbonate nucleophilic attack of 3-N-methylthymidine derivatives, displacing a tosyl leaving group, so as to evaluate<b> </b>the formation of cyclic carbonate monomers trans-<b>1</b> and cis-<b>1</b> by this mechanism.<b>_<br></b> Protocol: <br>rwB97XD/6-31+G(d)/cpcm=acetonitrile/T=298.15K Content: - Gaussian09 rev D.01 output files- Ring_Closing_SN2type.pdf, illustrating the calculations made and summarising the enthalpies computed.