Synthesis and Divergent Electronic Properties of Two Ring-Fused Derivatives of 9,10-Diphenylanthracene

被引：16

作者：

Rao, M. Rajeswara ^{[1
]}

Black, Hayden T. ^{[1
]}

Perepichka, Dmitrii F. ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 0B8, Canada

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 17期

基金：

加拿大自然科学与工程研究理事会;

关键词：

N-TYPE; ORGANIC SEMICONDUCTORS; HIGH-MOBILITY; TRANSISTORS; ACENES; PENTACENES; DIIMIDE; PACKING; SINGLET; CORE;

D O I：

10.1021/acs.orglett.5b02009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new contorted polycyclic aromatic hydrocarbons (PAHs) 1 and 2 were synthesized by acid-catalyzed benzannulation of a substituted anthracene. The isomers reveal dissimilar photophysical and redox properties with 2 having a much smaller HOMO-LUMO gap than 1. In the solid state, 2 packs in a unique two-dimensional herringbone motif that gives rise to efficient ambipolar charge transport in OFET devices, a feature not previously observed in contorted PAT-Is. On the other hand, 1 packs in one-dimensional dimerized pi-stacks and displays insulating properties.

引用

页码：4224 / 4227

页数：4

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