Unknown

Dataset Information

0

An Electron-Poor C64 Nanographene by Palladium-Catalyzed Cascade C-C Bond Formation: One-Pot Synthesis and Single-Crystal Structure Analysis.


ABSTRACT: Herein, we report the one-pot synthesis of an electron-poor nanographene containing dicarboximide groups at the corners. We efficiently combined palladium-catalyzed Suzuki-Miyaura cross-coupling and dehydrohalogenation to synthesize an extended two-dimensional ?-scaffold of defined size in a single chemical operation starting from N-(2,6-diisopropylphenyl)-4,5-dibromo-1,8-naphthalimide and a tetrasubstituted pyrene boronic acid ester as readily accessible starting materials. The reaction of these precursors under the conditions commonly used for Suzuki-Miyaura cross-coupling afforded a C64 nanographene through the formation of ten C-C bonds in a one-pot process. Single-crystal X-ray analysis unequivocally confirmed the structure of this unique extended aromatic molecule with a planar geometry. The optical and electrochemical properties of this largest ever synthesized planar electron-poor nanographene skeleton were also analyzed.

SUBMITTER: Seifert S 

PROVIDER: S-EPMC5071686 | BioStudies | 2016-01-01T00:00:00Z

REPOSITORIES: biostudies

Similar Datasets

2019-01-01 | S-EPMC6857738 | BioStudies
1000-01-01 | S-EPMC5550800 | BioStudies
2012-01-01 | S-EPMC3684691 | BioStudies
2017-01-01 | S-EPMC6152245 | BioStudies
2019-01-01 | S-EPMC6979371 | BioStudies
2011-01-01 | S-EPMC3146588 | BioStudies
2017-01-01 | S-EPMC6640926 | BioStudies
2012-01-01 | S-EPMC3494784 | BioStudies
1000-01-01 | S-EPMC6155274 | BioStudies
1000-01-01 | S-EPMC6194800 | BioStudies