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

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

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Authors

Ben M.J. Lancaster

Alexander J. Nicholls



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.

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
Public URL https://durham-repository.worktribe.com/output/1221230

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Publisher Licence URL
http://creativecommons.org/licenses/by/4.0/

Copyright Statement
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





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