Serendipitous Formation of Semiconducting Semi-Nindigo Indigoid by the Degradation of Diindolopyrrole

The Journal of Organic Chemistry
Nathan YeeDmitrii F Perepichka

Abstract

We report the serendipitous discovery and synthesis of an indigoid "semi-Nindigo" (2) via oxidation of a diindolopyrrole (1). The reaction of 2 with BF3Et2O affords the borylated derivative (3). The electronic spectra of 2 and 3 possess intense long wave absorptions near 600 and 650 nm. Compound 3 is weakly emissive in the near-infrared. Thin-film OFETs fabricated with 1 and 2 both exhibited hole mobility of 10-5 and 10-3 cm2/(V s), respectively.

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Citations

Dec 12, 2020·The Journal of Physical Chemistry. a·Viviana Mollica NardoSebastiano Trusso

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