Claisen rearrangement of graphite oxide: a route to covalently functionalized graphenes.

TitleClaisen rearrangement of graphite oxide: a route to covalently functionalized graphenes.
Publication TypeJournal Article
Year of Publication2011
AuthorsCollins, WR, Lewandowski, W, Schmois, E, Walish, J, Swager, TM
JournalAngewandte Chemie, International Edition
Volume50
Pagination8848–52
Date Publishedsep
ISSN1521-3773
Keywordsfunctional group graphite oxide Claisen rearrangem
Abstract

The basal plane allylic alc. functionality of graphite oxide can be converted into N,N-dimethylamide groups through an Eschenmoser-Claisen sigmatropic rearrangement by using N,N-dimethylacetamide di-Me acetal. Subsequent sapon. of these groups affords the carboxylic acids, which, when deprotonated, electrostatically stabilize the graphene sheets in an aq. environment. [on SciFinder(R)]

URLhttp://www.ncbi.nlm.nih.gov/pubmed/21826769
DOI10.1002/anie.201101371