DFT study of the thermodynamics of the reactions between thymidine or xylose-derived cyclic carbonates and methanol or iso-propanol

Data to support article:

CO₂-driven stereochemical inversion of sugars to create thymidine-based polycarbonates by ring-opening polymerisation

DOI: 10.6084/m9.figshare.4309487


Authors:

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

DFT study:

- DFT optimised geometries and  computed free enthalpies  were used to calculate the thermodynamics of the ring-opening of N-methylthymidine cyclic carbonates trans-1 or cis-1, or N-benzoylthymidine cyclic carbonate cis-1-Bz, or ᴅ-xylose-based cyclic carbonate IPXTC  (from Shen et al., Macromolecules 1999, 32, 2799 - 280), by methanol or iso-propanol, to evaluate the thermodynamics of ROP and the regioselectivity of the reactions.

 

Protocol:
rwB97XD/6-311+G(2d,p)/cpcm=dichloromethane/T=298.15K

 

Content:

- Gaussian09 rev D.01 output files

- Thermodynamics_ROP.pdf, illustrating the calculations made and summarising the enthalpies computed.