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Tautomerism, structure in solution and in the solid state of 1:9,5:10-anthradipyrazole

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Abstract

By means of DFT calculations [B3LYP/6-311++G(d,p), GIAO], the properties of the three tautomers of 1:9,5:10-anthradipyrazole were analyzed and compared with Maspero’s crystal structures and NMR results. The agreement is fairly good and in agreement with indazole tautomers. Besides, the aromaticity of these interesting five-membered ring systems was explored.

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Acknowledgments

Thanks are also given to the Ministerio de Economía y Competitividad of Spain (Project CTQ2012-13129-C02-02) and the Comunidad Autónoma de Madrid (Project MADRISOLAR2, ref. S2009/PPQ-1533). We thank Prof. Angelo Maspero for giving us the CIF of the structure of 1.

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  1. Instituto de Química Médica (C.S.I.C.), Juan de la Cierva, 3, 28006, Madrid, Spain

    Ibon Alkorta & José Elguero

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  1. Ibon Alkorta
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  2. José Elguero
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Correspondence to Ibon Alkorta.

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Alkorta, I., Elguero, J. Tautomerism, structure in solution and in the solid state of 1:9,5:10-anthradipyrazole. Struct Chem 25, 683–690 (2014). https://doi.org/10.1007/s11224-014-0396-4

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