Synthesis and Physical Properties of Four Hexazapentacene Derivatives

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

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Author(s)

  • Gang Li
  • Yuechao Wu
  • Junkuo Gao
  • Chengyuan Wang
  • Junbo Li
  • Huacheng Zhang
  • Yang Zhao
  • Yanli Zhao

Detail(s)

Original languageEnglish
Pages (from-to)20298-20301
Journal / PublicationJournal of the American Chemical Society
Volume134
Issue number50
Online published6 Dec 2012
Publication statusPublished - 19 Dec 2012
Externally publishedYes

Abstract

In two steps from commercially available starting materials, four novel hexazapentacene derivatives have been synthesized through cyclocondensation reaction between tetraamines and 1,2-diketones. The observed optical bandgaps for 2,3,9,10-tetramethyl-1,4,6,8,11,13-hexaza-pentacene (TMHAP, 1), tetraethyl-1,4,6,8,11,13-hexaza-pentacene (TEHAP, 2), 1,2,3,4,10,11,12,13- octahydro-5,7, 9,14,16,18-hexazaheptacene (OHHAH, 3), and tetra(2-thioyl)-1,4,6, 8,11,13-hexazapentacene (TTHAP, 4) are 2.55, 2.55, 2.45, and 2.25 eV, respectively. The cyclic voltammetry measurements show that all compounds exhibit one revisable reduction waves. The calculated bandgaps through DFT calculations for TMHAP (1), TEHAP (2), OHAH (3), and TTHAP (4) are 2.41, 2.41, 2.34, and 2.15 eV, respectivly, which are close to the experimental results. Our success in synthesizing hexazapentacene derivatives might offer a promising strategy to challenge larger azaacenes with more N atoms. © 2012 American Chemical Society.

Citation Format(s)

Synthesis and Physical Properties of Four Hexazapentacene Derivatives. / Li, Gang; Wu, Yuechao; Gao, Junkuo et al.

In: Journal of the American Chemical Society, Vol. 134, No. 50, 19.12.2012, p. 20298-20301.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review