Controlling Tautomerization in Pyridine-Fused Phosphorus-Nitrogen Heterocycles

• Published in: Chemistry : a European journal Vol. 28; no. 22
• Main Authors: McNeill, J. Nolan, Karas, Lucas J., Bard, Jeremy P., Fabrizio, Kevin, Zakharov, Lev N., MacMillan, Samantha N., Brozek, Carl K., Wu, Judy I., Johnson, Darren W., Haley, Michael M.
• Format: Journal Article
• Language: English
• Published: United States Wiley 25.02.2022
• Subjects: INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; NICS calculations; PN-heterocycles; quinoidal; tautomerization; x-ray crystallography

Abstract Inclusion of a second nitrogen atom in the aromatic core of phosphorus‐nitrogen (PN) heterocycles results in unexpected tautomerization to a nonaromatic form. This tautomerization, initially observed in the solid state through X‐ray crystallography, is also explained by computational analys...