期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 7, 页码 4611-4618出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b03267
关键词
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资金
- DST [DST/TMD/SERI/D05(C)]
- INSA [SP/YSP/139/2017/2293]
- SERB [CRG/2018/000032]
- CSIR [01(2934)/18/EMR-II]
- Indian Institute of Technology (IIT), Indore
Symmetrical and unsymmetrical chromophores of isoindigo 3-7 were designed and synthesized, in which isoindigo was used as the central unit (electron acceptor unit A), triphenylamine as the end capping unit (electron donor group D), 1,1,4,4-tetracyanobutadiene (TCBD, A') and cyclohexa-2,5-diene-1,4-diylidene-expanded TCBD (A '') as the acceptor unit. The effects of multiacceptor units on photophysical, electrochemical, and computational studies were investigated. The photophysical properties of isoindigo 6 and 7 exhibit a strong intramolecular charge transfer (ICT) absorption band in the near IR region. The isoindigo 4-7 shows multi-redox waves with a low electrochemical band gap, which signifies the tuning of highest occupied molecular orbital-lowest unoccupied molecular orbital energy levels and enhance the pi-conjugation. The computational studies demonstrate that there is a good agreement with experimental data. The molecular design and synthesis of isoindigo 4-7 gives a new avenue for the development of building blocks in organic electronics.
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