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2-alpha-hydroxyalkyl- and 2,7-di(alpha-hydroxyalkyl)-1,8-bis(dimethylamino)naphthalenes: stabilization of nonconventional in/out conformers of "proton sponges" via N...H-O intramolecular hydrogen bonding. A remarkable kind of tandem nitrogen inversion.
Pozharskii AF, Degtyarev AV, Ryabtsova OV, Ozeryanskii VA, Kletskii ME, Starikova ZA, Sobczyk L, Filarowski A. Pozharskii AF, et al. Among authors: ryabtsova ov. J Org Chem. 2007 Apr 13;72(8):3006-19. doi: 10.1021/jo062667v. Epub 2007 Mar 23. J Org Chem. 2007. PMID: 17378612