Guidelines To Select the N-Heterocyclic Carbene for the Organopolymerization of Monomers with a Polar Group
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2017-02-13
Print Publication Date2017-02-28
Permanent link to this recordhttp://hdl.handle.net/10754/623185
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AbstractWe report on the DFT stability of zwitterion and spirocycle adducts of five polar monomers with nine N-heterocyclic carbenes (NHC), covering the most typical classes of monomers and NHCs used in organopolymerization. Results indicate that the relative stability of the two adducts is dominated by the singlet-triplet energy gap of the free NHC, with low energy gaps favoring the spirocycle adduct, while high energy gaps favor the zwitterionic adduct. This basic structure/property relationship can be tuned by the hindrance of the NHC and the nature of the monomer. In addition to rationalize existing systems, the 45 NHC/monomer combinations we examined can be used as a guideline to predict the behavior of a new NHC/monomer combination.
CitationFalivene L, Cavallo L (2017) Guidelines To Select the N-Heterocyclic Carbene for the Organopolymerization of Monomers with a Polar Group. Macromolecules 50: 1394–1401. Available: http://dx.doi.org/10.1021/acs.macromol.6b02646.
SponsorsThis work was supported by funding from King Abdullah University of Science and Technology (KAUST)
PublisherAmerican Chemical Society (ACS)