Covalent Functionalization of Carbon Nanomaterials with Iodonium Salts
Name
Covalent functionalization.pdf
Size
780.61 KB
Format
Adobe PDF
Checksum (MD5)
2a4da296e076cbf4ee788f8f56f4962f
Author(s)
He, Maggie
Swager, Timothy M
Date Issued
December 2016
Journal
Chemistry of Materials
Publisher
American Chemical Society (ACS)
Citation
He, Maggie, and Timothy M. Swager. “Covalent Functionalization of Carbon Nanomaterials with Iodonium Salts.” Chemistry of Materials, vol. 28, no. 23, Dec. 2016, pp. 8542–49.
Version
Author's final manuscript
Abstract
Covalent functionalization significantly enhances the utility of carbon nanomaterials for many applications. Herein, we report an efficient method for the covalent functionalization of carbon nanotubes (CNTs) and graphite. This reaction involves the reduction of carbon nanomaterials with sodium naphthalide, followed by the addition of diaryliodonium salts. CNTs, including single-walled, double-walled, and multi-walled variants (SWCNTs, DWCNTs, and MWCNTs, respectively), as well as graphite, can be efficiently functionalized with substituted arene and heteroarene iodonium salts. The preferential transfer of phenyl groups containing electron-withdrawing groups was demonstrated by reactions with unsymmetrical iodonium salts. The lower reactivity of iodonium salts, relative to the more commonly used diazonium ions, presents opportunities for greater diversity in the selective functionalization of carbon nanomaterials.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1021/acs.chemmater.6b03078
