Antiaromatic Characteristic Analysis of 1,4-Diazapentalene Derivatives: A Theoretical Study

CORC > 青岛生物能源与过程研究所 > 中国科学院青岛生物能源与过程研究所 > 生物基及仿生高分子材料团队

	Antiaromatic Characteristic Analysis of 1,4-Diazapentalene Derivatives: A Theoretical Study
	Zheng, Jie 1,2; Zhuang, Xuhui 1,2; Qiu, Li 1,2; Xie, Yu 1,2; Wan, Xiaobo 1; Lan, Zhenggang 1
刊名	JOURNAL OF PHYSICAL CHEMISTRY A
	2015-04-23
卷号	119 期号:16 页码:3762-3769
英文摘要	1,4-Diazapentalene heteroacenes are potential n-type semiconductors that could be used as a new type of material for organic field-effect transistors (OFETs), but their synthesis is still challenging due to their antiaromaticity. The study on their structure-stability relationship should provide useful guidance to the design of stable diazapentalenes. We examined the stability of several types of heteroacenes hearing the 1,4-diazapentalene core using NICS(1)(zz) calculations. The influence of the fusion pattern, the introduction of substituents, and the incorporation of other heterocycles on the antiaromaticity of the central 1,4-diazapentalene core was systematically studied. It was found that the linear fusion of aromatic rings to the antiaromatic core increases the stability of the heteroacene. The fusion of electron-poor heterocyclic rings also enhances the stability effectively, Whereas the fusion of electron-rich heterocyclic rings destabilizes the system. In addition, the combination of the linear fusion pattern or introduction of electron-poor heterocyclic rings to the antiaromatic core reduces the reorganization energy for electron transport, suggesting a way to achieve better n-type semiconductors.
WOS标题词	Science & Technology ; Physical Sciences
类目[WOS]	Chemistry, Physical ; Physics, Atomic, Molecular & Chemical
研究领域[WOS]	Chemistry ; Physics
关键词[WOS]	ISOMERIZATION STABILIZATION ENERGY ; INDEPENDENT CHEMICAL-SHIFTS ; FIELD-EFFECT TRANSISTORS ; ORGANIC SEMICONDUCTORS ; TRIPLET AROMATICITY ; DENSITY ; METAL ; NICS ; AZAPENTALENES ; HETEROACENES
收录类别	SCI
语种	英语
WOS记录号	WOS:000353604300009
公开日期	2015-12-24
内容类型	期刊论文
源URL	[http://ir.qibebt.ac.cn/handle/337004/6443]
专题	青岛生物能源与过程研究所_生物基及仿生高分子材料团队
作者单位	1.Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Key Lab Biobased Mat, Qingdao 266101, Shandong, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Zheng, Jie,Zhuang, Xuhui,Qiu, Li,et al. Antiaromatic Characteristic Analysis of 1,4-Diazapentalene Derivatives: A Theoretical Study[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2015,119(16):3762-3769.
APA	Zheng, Jie,Zhuang, Xuhui,Qiu, Li,Xie, Yu,Wan, Xiaobo,&Lan, Zhenggang.(2015).Antiaromatic Characteristic Analysis of 1,4-Diazapentalene Derivatives: A Theoretical Study.JOURNAL OF PHYSICAL CHEMISTRY A,119(16),3762-3769.
MLA	Zheng, Jie,et al."Antiaromatic Characteristic Analysis of 1,4-Diazapentalene Derivatives: A Theoretical Study".JOURNAL OF PHYSICAL CHEMISTRY A 119.16(2015):3762-3769.