Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes
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 aci...
| Main Authors: | , , , , |
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2012
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| Online Access: | http://hdl.handle.net/1721.1/74222 https://orcid.org/0000-0002-3503-2120 |
| _version_ | 1826197566043193344 |
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| author | Collins, William R. Lewandowski, Wiktor Schmois, Ezequiel Walish, Joseph John Swager, Timothy M |
| author2 | Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies |
| author_facet | Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies Collins, William R. Lewandowski, Wiktor Schmois, Ezequiel Walish, Joseph John Swager, Timothy M |
| author_sort | Collins, William R. |
| collection | MIT |
| description | 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. |
| first_indexed | 2024-09-23T10:49:37Z |
| format | Article |
| id | mit-1721.1/74222 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T10:49:37Z |
| publishDate | 2012 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/742222022-09-30T23:17:29Z Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes Collins, William R. Lewandowski, Wiktor Schmois, Ezequiel Walish, Joseph John Swager, Timothy M Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies Massachusetts Institute of Technology. Department of Chemical Engineering Massachusetts Institute of Technology. Department of Chemistry Swager, Timothy M. Collins, William R. Lewandowski, Wiktor Schmois, Ezequiel Walish, Joseph Swager, Timothy Manning 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. Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies United States. Intelligence Community (IC) Postdoctoral Research Fellowship Program 2012-10-24T16:30:11Z 2012-10-24T16:30:11Z 2011-08 2011-07 Article http://purl.org/eprint/type/JournalArticle 1433-7851 1521-3773 http://hdl.handle.net/1721.1/74222 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. https://orcid.org/0000-0002-3503-2120 en_US http://dx.doi.org/10.1002/anie.201101371 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Wiley Blackwell Prof. Swager via Erja Kajosalo |
| spellingShingle | Collins, William R. Lewandowski, Wiktor Schmois, Ezequiel Walish, Joseph John Swager, Timothy M Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes |
| title | Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes |
| title_full | Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes |
| title_fullStr | Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes |
| title_full_unstemmed | Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes |
| title_short | Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes |
| title_sort | claisen rearrangement of graphite oxide a route to covalently functionalized graphenes |
| url | http://hdl.handle.net/1721.1/74222 https://orcid.org/0000-0002-3503-2120 |
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