1-(Dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic Acid

Bulk heterojunction solar cells are among the most promising organic solar cells (OSCs). One of the two important parts of OSCs are acceptors, and the development of the design and synthesis of non-fullerene acceptors involves an electron-deficient heterocyclic central core and anchor acceptor malonitrile derivatives of 3-methylene-2,3-dihydro-1H-inden-1-ones. In this communication, an intermediate for the synthesis of this compound, 1-(dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic acid, was prepared by the Perkin reaction of 2-(3-oxoisobenzofuran-1(3H)-ylidene)malononitrile with tert-butyl acetoacetate in the presence of acetic anhydride and triethylamine. The structure of the newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, 1H NMR, 13C NMR and IR spectroscopy, and mass spectrometry.

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Publication Details

Journal
Molbank
Published
2024-08-19
DOI
https://doi.org/10.3390/m1871
Primary Topic
Organic Electronics and Photovoltaics
Type
article
Field-Weighted Citation Impact
0.00

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article

1-(Dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic Acid

Ekaterina A. Knyazeva, Олег А. Ракитин, Sofia D. Usova
Molbank
Organic Electronics and Photovoltaics
article

1-(Dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic Acid

Ekaterina A. Knyazeva, Олег А. Ракитин, Sofia D. Usova
article en

Abstract

Bulk heterojunction solar cells are among the most promising organic solar cells (OSCs). One of the two important parts of OSCs are acceptors, and the development of the design and synthesis of non-fullerene acceptors involves an electron-deficient heterocyclic central core and anchor acceptor malonitrile derivatives of 3-methylene-2,3-dihydro-1H-inden-1-ones. In this communication, an intermediate for the synthesis of this compound, 1-(dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic acid, was prepared by the Perkin reaction of 2-(3-oxoisobenzofuran-1(3H)-ylidene)malononitrile with tert-butyl acetoacetate in the presence of acetic anhydride and triethylamine. The structure of the newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, 1H NMR, 13C NMR and IR spectroscopy, and mass spectrometry.

MolbankVol. 2024(3)
N.D. Zelinsky Institute of Organic Chemistry (RU)
Russian Science Foundation
Affordable and clean energy
Openalex Percentile: Top 89%
Organic Electronics and Photovoltaics
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