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Synfacts 2022; 18(12): 1299
DOI: 10.1055/s-0042-1753075
Synthesis of Materials and Unnatural Products

Modular Syntheses of Defined Graphene Nanoribbons

Contributor(s):
Dahui Zhao
,
Yiming Liu
Yin J, Jacobse PH, Pyle D, Wang Z, Crommie MF, *, Dong G. * University of California at Berkeley, Lawrence Berkeley National Laboratory and The University of Chicago, USA
Programmable Fabrication of Monodisperse Graphene Nanoribbons via Deterministic Iterative Synthesis.

J. Am. Chem. Soc. 2022;
35: 16012-16019
DOI: 10.1021/jacs.2c05670.
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Key words

graphene - nanoribbons - cross-coupling

Significance

The accomplishment of bottom-up syntheses of graphene nanoribbons (GNRs) with controlled, well-defined structures will open up a new stage for graphene functionalization, fabrication, and application. Here, by introducing 1,8-diaminonaphthalene (dan) as a handy protecting group for the boronic acid to attain iterative site-selective Suzuki–Miyaura cross-coupling (SMC), programmable fabrication of sequence-controlled GNRs is achieved.


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Comment

The developed method, so called protecting-group-aided iterative synthesis (PAIS), is demonstrated to be suitable for the construction of tailored, monodisperse GNRs. The masking group dan is the key to the precise sequence control, which is readily transformed into reactive boronic acid upon exposure to acid and enables SMC for subsequent chain extension. The final GNRs are eventually obtained upon cyclodehydrogenation, either in solution or on the surface.


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Publication History

Article published online:
17 November 2022

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