Highly Electron-Deficient Hexaazapentacenes and Their Dihydro Precursors

被引：54

作者：

He, Zikai ^{[1
]}

Mao, Renxin ^{[1
]}

Liu, Danqing ^{[1
]}

Miao, Qian ^{[1
]}

机构：

[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 16期

关键词：

CHANNEL ORGANIC SEMICONDUCTORS; THIN-FILM TRANSISTORS; N-HETEROPENTACENES; NITROGEN;

D O I：

10.1021/ol301854z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel silylethynylated N-heteropentacenes that have three adjacent pyrazine rings at the center of a pentacene backbone are reported. These hexaazapentacenes exhibit a record low energy level of lowest unoccupied molecular orbital (LUMO) for N-heteropentacenes and thus are able to oxidize dihydroanthracene to anthracene. Their synthetic precursors are the corresponding dihydrohexaazapentacenes, which exhibit interesting H-bonding.

引用

页码：4190 / 4193

页数：4

共 50 条

[31] THE STRUCTURES OF ELECTRON-DEFICIENT MOLECULES
LONGUETHIGGINS, HC
QUARTERLY REVIEWS, 1957, 11 (02): : 121 - 133
[32] An Electron-Deficient Porphyrin Tape
Mori, Hirotaka
Tanaka, Takayuki
Aratani, Naoki
Lee, Byung Sun
Kim, Pyosang
Kim, Dongho
Osuka, Atsuhiro
CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (08) : 1811 - 1816
[33] NEW ELECTRON-DEFICIENT PORPHYRINS
GOLL, JG
MOORE, KT
LECOURS, SM
DIMAGNO, SG
THERIEN, MJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 207 : 523 - INOR
[34] Deoxyfluorination of Electron-Deficient Phenols
Jelen, Jan
Tavcar, Gasper
ORGANIC LETTERS, 2023, 25 (20) : 3649 - 3653
[35] Electron-deficient metallocorroles.
Halvorsen, I
Steene, E
Ghosh, A
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U714 - U714
[36] Synthesis, characterization, and autoreduction of a highly electron-deficient porphycenatoiron(ill) with trifluoromethyl substituents
Hayashi, T
Nakashima, Y
Ito, K
Ikegami, T
Aritome, I
Aoyagi, K
Ando, T
Hisaeda, Y
INORGANIC CHEMISTRY, 2003, 42 (23) : 7345 - 7347
[37] Direct Palladium-Catalyzed Intermolecular Allylation of Highly Electron-Deficient Polyfluoroarenes
Fan, Shilu
Chen, Fei
Zhang, Xingang
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (26) : 5918 - 5923
[38] Highly accelerated inverse electron-demand cycloaddition of electron-deficient azides with aliphatic cyclooctynes
Jan Dommerholt
Olivia van Rooijen
Annika Borrmann
Célia Fonseca Guerra
F. Matthias Bickelhaupt
Floris L. van Delft
Nature Communications, 5
[39] Electron transfer reduction of a highly electron-deficient fullerene, C60F18
Ohkubo, K
Taylor, R
Boltalina, OV
Ogo, S
Fukuzumi, S
CHEMICAL COMMUNICATIONS, 2002, (17) : 1952 - 1953
[40] Highly accelerated inverse electron-demand cycloaddition of electron-deficient azides with aliphatic cyclooctynes
Dommerholt, Jan
van Rooijen, Olivia
Borrmann, Annika
Guerra, Celia Fonseca
Bickelhaupt, F. Matthias
van Delft, Floris L.
NATURE COMMUNICATIONS, 2014, 5

← 1 2 3 4 5 →