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Potassium (3-Methyl-2-oxido-1,2,5-oxadiazol-4-yl)dinitromethanide


Department of Chemistry, University of Durham, South Road, Durham DH1 3LE, UK
Author to whom correspondence should be addressed.
Academic Editor: Rodrigo Abonia
Molbank 2021, 2021(4), M1302;
Received: 19 November 2021 / Revised: 26 November 2021 / Accepted: 28 November 2021 / Published: 30 November 2021
(This article belongs to the Section Organic Synthesis)
This communication describes an unprecedented substitution cascade, in which 4-methylpyridine, following deprotonation with LDA, twice acts as a carbon nucleophile in an unusual SNAr process, to form a novel triarylmethane structure. A proposed mechanism for this sequence is presented that is supported by single crystal X-ray analysis of the resulting product. We believe this unique transformation is of note as it highlights a neat and efficient entry as a single step to complex triarylmethane architectures containing both substituted phenyl and pyridyl aromatics. View Full-Text
Keywords: triarylmethanes; nucleophilic aromatic substitution; 4-picoline/4-methylpyridine; 4-fluorobenzonitrile triarylmethanes; nucleophilic aromatic substitution; 4-picoline/4-methylpyridine; 4-fluorobenzonitrile
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MDPI and ACS Style

Lancaster, B.M.J.; Nicholls, A.J.; Baxendale, I.R. 4,4’-(Pyridin-4-ylmethylene)dibenzonitrile. Molbank 2021, 2021, M1302.

AMA Style

Lancaster BMJ, Nicholls AJ, Baxendale IR. 4,4’-(Pyridin-4-ylmethylene)dibenzonitrile. Molbank. 2021; 2021(4):M1302.

Chicago/Turabian Style

Lancaster, Ben M.J., Alexander J. Nicholls, and Ian R. Baxendale. 2021. "4,4’-(Pyridin-4-ylmethylene)dibenzonitrile" Molbank 2021, no. 4: M1302.

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