Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes

被引：73

作者：

Collins, William R. ^{[1
,2
]}

Lewandowski, Wiktor ^{[1
,2
]}

Schmois, Ezequiel ^{[1
,2
]}

Walish, Joseph ^{[1
,2
]}

Swager, Timothy M. ^{[1
,2
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

[2] MIT, Inst Soldier Nanotechnol, Cambridge, MA 02139 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 38期

关键词：

Claisen rearrangement; electrostatic stabilization; graphene; surface functionalization; water solubility; CARBON; HYDROGENATION; EXFOLIATION; REDUCTION; CHEMISTRY; PAPER;

D O I：

10.1002/anie.201101371

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8848 / 8852

页数：5

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