4,4’-(Pyridin-4-ylmethylene)dibenzonitrile

Lancaster, Ben M.J.; Nicholls, Alexander J.; Baxendale, Ian R.

doi:10.3390/m1302

4,4’-(Pyridin-4-ylmethylene)dibenzonitrile

Lancaster, Ben M.J.; Nicholls, Alexander J.; Baxendale, Ian R.

Authors

Ben M.J. Lancaster

Alexander J. Nicholls

Professor Ian Baxendale i.r.baxendale@durham.ac.uk
Professor

Abstract

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.

Citation

Lancaster, B. M., Nicholls, A. J., & Baxendale, I. R. (2021). 4,4’-(Pyridin-4-ylmethylene)dibenzonitrile. Molbank, 2021(4), Article M1302. https://doi.org/10.3390/m1302

Journal Article Type	Article
Acceptance Date	Nov 28, 2021
Online Publication Date	Nov 30, 2021
Publication Date	2021
Deposit Date	Jan 6, 2022
Publicly Available Date	Jan 7, 2022
Journal	Molbank
Publisher	MDPI
Peer Reviewed	Peer Reviewed
Volume	2021
Issue	4
Article Number	M1302
DOI	https://doi.org/10.3390/m1302

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited