N-Acenoacenes

被引:6
作者
Ahrens, Lukas [1 ]
Hahn, Sebastian [1 ]
Rominger, Frank [1 ]
Freudenberg, Jan [1 ,2 ]
Bunz, Uwe H. F. [1 ,3 ]
机构
[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
[2] InnovationLab, Speyerer Str 4, D-69115 Heidelberg, Germany
[3] Heidelberg Univ, CAM, Neuenheimer Feld 225, D-69120 Heidelberg, Germany
关键词
2D acenes; aromaticity; azaacenes; electronic coupling; semiconductors; AROMATIC-HYDROCARBONS; FULL CHARACTERIZATION; CONJUGATED POLYMERS; HETEROACENES; ACENES; DERIVATIVES; BEHAVIOR; RINGS;
D O I
10.1002/chem.201903646
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The syntheses of new, fourfold alkynylated tetraazaacenoacenes (tetraazaanthracenoanthracene, tetraazatetracenotetracene and tetraazapentacenopentacene) are reported. This novel heteroacenoacene motif exhibits surprisingly strong electronic coupling between its constituting diazaacene units.
引用
收藏
页码:14522 / 14526
页数:5
相关论文
共 44 条
[1]  
[Anonymous], 2013, ANGEW CHEM
[2]  
[Anonymous], 2015, ANGEW CHEM
[3]  
[Anonymous], 2008, ANGEW CHEM
[4]   The larger acenes: Versatile organic semiconductors [J].
Anthony, John E. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (03) :452-483
[5]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[6]   Effects of electronegative substitution on the optical and electronic properties of acenes and diazaacenes [J].
Appleton, Anthony Lucas ;
Brombosz, Scott M. ;
Barlow, Stephen ;
Sears, John S. ;
Bredas, Jean-Luc ;
Marder, Seth R. ;
Bunz, Uwe H. F. .
NATURE COMMUNICATIONS, 2010, 1
[7]   Soluble Diazaiptycenes: Materials for Solution-Processed Organic Electronics [J].
Biegger, Philipp ;
Stolz, Sebastian ;
Intorp, Sebastian N. ;
Zhang, Yexiang ;
Engelhart, Jens U. ;
Rominger, Frank ;
Hardcastle, Kenneth I. ;
Lemmer, Uli ;
Qian, Xuhong ;
Hamburger, Manuel ;
Bunz, U. H. F. .
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (01) :582-589
[8]   A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides [J].
Biscoe, Mark R. ;
Fors, Brett P. ;
Buchwald, Stephen L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (21) :6686-+
[9]   Alkynylated Phenazines: Synthesis, Characterization, and Metal-Binding Properties of Their Bis-Triazolyl Cycloadducts [J].
Bryant, Jonathan J. ;
Zhang, Yexiang ;
Lindner, Benjamin D. ;
Davey, Evan A. ;
Appleton, Anthony Lucas ;
Qian, Xuhong ;
Bunz, U. H. F. .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (17) :7479-7486
[10]   N-Heteroacenes and N-Heteroarenes as N-Nanocarbon Segments [J].
Bunz, Uwe H. F. ;
Freudenberg, Jan .
ACCOUNTS OF CHEMICAL RESEARCH, 2019, 52 (06) :1575-1587