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具有扩展π共轭的菲并三亚苯、并四苯和并五苯的非线性稠合芳烃:合成、晶体堆积及性质

Nonlinear Polyfused Aromatics with Extended π-Conjugation from Phenanthrotriphenylene, Tetracene, and Pentacene: Syntheses, Crystal Packings, and Properties.

作者信息

Kumar Sushil, Huang Ding-Chi, Venkateswarlu Samala, Tao Yu-Tai

机构信息

Institute of Chemistry , Academia Sinica , Taipei 115 , Taiwan.

Taiwan International Graduate Program, Sustainable Chemical Science and Technology , Academia Sinica , Taipei 115 , Taiwan.

出版信息

J Org Chem. 2018 Oct 5;83(19):11614-11622. doi: 10.1021/acs.joc.8b01582. Epub 2018 Sep 5.

DOI:10.1021/acs.joc.8b01582
PMID:30141326
Abstract

New classes of nonlinear polyaromatics with extended conjugation at lateral and longitudinal directions from triphenylene, tetracene, and pentacene backbones are reported. These planar and twisted polyfused aromatics are obtained through specific and selective multifold Scholl reactions from predesigned polyaryls. These derivatives displayed shifted or perfect cofacial packing motifs. Single crystals of one derivative, phenanthro[9,10: b]triphenylene, were used as p-channel materials in fabricating transistor devices, which exhibited an average mobility of 0.38 cm V s and a maximum mobility reaching 1.15 cm V s.

摘要

据报道,从苯并菲、并四苯和并五苯骨架出发,在横向和纵向具有扩展共轭的新型非线性多环芳烃已被合成。这些平面和扭曲的多稠合芳烃是通过特定且选择性的多重肖尔反应,由预先设计的多芳基化合物制备得到的。这些衍生物呈现出平移或完美的共面堆积模式。一种衍生物菲并[9,10:b]苯并菲的单晶被用作制造晶体管器件的p沟道材料,其平均迁移率为0.38 cm² V⁻¹ s⁻¹,最大迁移率达到1.15 cm² V⁻¹ s⁻¹。

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