DFT study of the reaction between TBD, 4-methyl benzylalcohol initiator, and one molecule of 1-O-methyl-2,3-O-isopropylidene-4,6-O-carbonate-α-ᴅ-mannopyranose (ring-opening polymerization initiation step)

Data to support article:

Polymers
from Sugars and CO2: Synthesis and Polymerization of a ᴅ-Mannose-Based Cyclic Carbonate

DOI: 10.6084/m9.figshare.3469466

Authors:

Georgina L. Gregory, [a] [b] Liliana M. Jenisch,[a] Bethan Charles, [a] [b] Gabriele Kociok-Köhn[c] and Antoine Buchard[a] *

[a]    Department of Chemistry, University of Bath, Bath BA2 7AY, UK
[b]    EPSRC Centre for Doctoral Training in Sustainable Chemical Technologies, University of Bath, Bath BA2 7AY, UK
[c]    Chemical Characterisation and Analysis Facility (CCAF), University of Bath, Bath BA2 7AY, UK
DFT study:
- DFT optimized geometries and computed free enthalpies of local minima (intermediates) and local maxima (transition states)  were used to investigate the mechanism of the reaction between TBD,  4-methylbenzyl alcohol and 1 molecule of D-mannose based monomer 1 (1-O-methyl-2,3-O-isopropylidene-4,6-O-carbonate-α-ᴅ-mannopyranose) to account for the initiation step of  ring-opening polymerization.

Protocols:
rwB97XD/6-311++G(d,p)/6-31+G(d)cpcm=dichloromethane/T=298.15K

Content:

- Gaussian09 rev D.01 output files
- ROP_initiation.pdf, illustrating the calculations made and summarizing the free enthalpies computed.