Synthesis of Nitrogen-Doped ZigZag-Edge Peripheries: Dibenzo-9a-azaphenalene as Repeating Unit

被引：91

作者：

Berger, Reinhard ^{[1
]}

Giannakopoulos, Angelos ^{[2
,3
]}

Ravat, Prince ^{[1
]}

Wagner, Manfred ^{[1
]}

Beljonne, David ^{[2
,3
]}

Feng, Xinliang ^{[1
]}

Muellen, Klaus ^{[1
]}

机构：

[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany

[2] Univ Mons UMONS Mat Nova, B-7000 Mons, Belgium

[3] Univ Mons UMONS Mat Nova, Ctr Innovat & Rech Mat Polymeres, B-7000 Mons, Belgium

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 39期

关键词：

azomethine ylides; graphene nanoribbons; organic radicals; phenalenes; polycyclic aromatic hydrocarbons; GRAPHENE NANORIBBONS; AZOMETHINE YLIDES; OPEN-SHELL; DIMERIZATION; DERIVATIVES; NITRONES; STATE;

D O I：

10.1002/anie.201403302

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A bottom-up approach toward stable and mono-disperse segments of graphenes with a nitrogen-doped zigzag edge is introduced. Exemplified by the so far unprecedented dibenzo-9a-azaphenalene (DBAPhen) as the core unit, a versatile synthetic concept is introduced that leads to nitrogen-doped zigzag nanographenes and graphene nanoribbons.

引用

页码：10520 / 10524

页数：5

共 41 条

[1] Electronic properties of nano-graphene sheets calculated using quantum chemical DFT [J].

Banerjee, Sangam ;

Bhattacharyya, Dhananjay .

COMPUTATIONAL MATERIALS SCIENCE, 2008, 44 (01) :41-45

[2] A Clear Correlation between the Diradical Character of 1,3-Dipoles and Their Reactivity toward Ethylene or Acetylene [J].

Braida, Benoit ;

Walter, Christof ;

Engels, Bernd ;

Hiberty, Philippe C. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (22) :7631-7637

[3] DERIVATIVES OF 1,4-XYLENE-2,5-DIBORONIC ACID + 1,4-XYLENE-2-BORONIC ACID [J].

CAIRNS, JF ;

SNYDER, HR .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (09) :2810-&

[4]

Chen L., 2012, Angew. Chem. Int. Ed, V124, P7758

[5] From Nanographene and Graphene Nanoribbons to Graphene Sheets: Chemical Synthesis [J].

Chen, Long ;

Hernandez, Yenny ;

Feng, Xinliang ;

Muellen, Klaus .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (31) :7640-7654

[6] 4,5-12,13-DIBENZOHEPTAZETHRENE AND 5,6-8,9-14,15-17,18-TETRABENZOHEPTACENE [J].

CLAR, E ;

FELL, GS ;

RICHMOND, MH .

TETRAHEDRON, 1960, 9 (1-2) :96-105

[7] The phenalenyl motf: A magnetic chameleon [J].

Cyranski, Michal K. ;

Havenith, Remco W. A. ;

Dobrowolski, Michal A. ;

Gray, Benjamin R. ;

Krygowski, Tadeusz M. ;

Fowler, Patrick W. ;

Jenneskens, Leonardus W. .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (08) :2201-2207

[8] THEORETICAL STUDY OF CYCLAZINES [J].

DEWAR, MJS ;

TRINAJSTIC, N .

JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1969, (12) :1754-+

[9] Graphene Nanoribbons by Chemists: Nanometer-Sized, Soluble, and Defect-Free [J].

Doessel, Lukas ;

Gherghel, Lileta ;

Feng, Xinliang ;

Muellen, Klaus .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (11) :2540-2543

[10]

Dossel L., 2011, ANGEW CHEM, V123, P2588

← 1 2 3 4 5 →