Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes
Name
Swager_Claisen rearrangement with supporting doc.pdf
Size
13.29 MB
Format
Adobe PDF
Checksum (MD5)
47ce390c3ba6e400d8c0e5c2f5c7eb47
Author(s)
Collins, William R.
Lewandowski, Wiktor
Schmois, Ezequiel
Walish, Joseph John
Swager, Timothy M
Date Issued
August 2011
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Collins, William R. et al. “Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes.” Angewandte Chemie International Edition 50.38 (2011): 8848–8852.
Version
Author's final manuscript
Abstract
On the GO: The basal plane allylic alcohol functionality of graphite oxide (GO) can be converted into N,N-dimethylamide groups through an Eschenmoser–Claisen sigmatropic rearrangement by using N,N-dimethylacetamide dimethyl acetal. Subsequent saponification of these groups affords the carboxylic acids (see picture), which, when deprotonated, electrostatically stabilize the graphene sheets in an aqueous environment.
MIT Department
Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies
Massachusetts Institute of Technology. Department of Chemical Engineering
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-Noncommercial-Share Alike 3.0
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1002/anie.201101371
