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Comment

Comment on: Synthesis of New Azo Compounds Based on N-(4-Hydroxyphenyl)maleimide and N-(4-Methylphenyl)maleimide. Molecules 2010, 15, 7498–7508

School of Chemistry, University of Manchester, Manchester M13 9PL, UK
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Molecules 2019, 24(12), 2319; https://doi.org/10.3390/molecules24122319
Received: 4 June 2019 / Accepted: 12 June 2019 / Published: 23 June 2019
(This article belongs to the Section Organic Chemistry)
The synthesis of (E)-phenylazo-3-N-(4-hydroxyphenyl)maleimide (1) using a procedure previously reported in Molecules is deemed to be erroneous. A detailed re-investigation of the earlier work suggests that the spectral data for key intermediates and the final product, (1), was mis-assigned. We conclude that compound (1) was not synthesized, but rather an unusual ring opening reaction of the maleimide unit of the starting material, N-(4-hydroxyphenyl)maleimide (2) leading to the generation of (Z)-4-((4-hydroxyphenyl)amino)-4-oxobut-2-enoic acid, (3) was observed instead. Examination of the original experimental data reveals systematic errors in the reporting of all of the combustion microanalytical data. Overall, the present investigation suggests that errors in the interpretation of spectral data, falsification of analytical data and selective editing of experimental results raise questions over the veracity of the work presented in the original paper. View Full-Text
Keywords: spectral interpretation; educational resource; refereeing resource spectral interpretation; educational resource; refereeing resource
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MDPI and ACS Style

Morrison, J.J.; Brandt, V.K.; Yeates, S.G. Comment on: Synthesis of New Azo Compounds Based on N-(4-Hydroxyphenyl)maleimide and N-(4-Methylphenyl)maleimide. Molecules 2010, 15, 7498–7508. Molecules 2019, 24, 2319. https://doi.org/10.3390/molecules24122319

AMA Style

Morrison JJ, Brandt VK, Yeates SG. Comment on: Synthesis of New Azo Compounds Based on N-(4-Hydroxyphenyl)maleimide and N-(4-Methylphenyl)maleimide. Molecules 2010, 15, 7498–7508. Molecules. 2019; 24(12):2319. https://doi.org/10.3390/molecules24122319

Chicago/Turabian Style

Morrison, John J.; Brandt, Viktoria K.; Yeates, Stephen G. 2019. "Comment on: Synthesis of New Azo Compounds Based on N-(4-Hydroxyphenyl)maleimide and N-(4-Methylphenyl)maleimide. Molecules 2010, 15, 7498–7508" Molecules 24, no. 12: 2319. https://doi.org/10.3390/molecules24122319

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