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Abstract: The aminoalcohols 1-HOCR2-2-NMe2C6H4 [R=Ph (1), R=C6H11 (2)] and 1-HOCPh2CH2-2-NMe2C6H4 (3) react with ZnCl2 in tetrahydrofuran to give the alcohol adducts [ZnCl2(THF){1-HOCR2-2-NMe2C6H4}] [R=Ph (4), R=C6H11 (5)] and [ZnCl2(THF){1-HOCPh2CH2-2-NMe2C6H4}] (6). The complexes 4–6 were characterized by 1H and 13C NMR spectroscopy, and 5 was also structurally characterized by X-ray crystallography. [Copyright &y& Elsevier]

Abstract: BEt2(OSO2CH3) was treated with 1-HOCPh2-2-NMe2C6H4 (1) in the presence of acetic acid to give a red oily residue, which was separated by column chromatography into the two products [1-HOCPh2-2-NHMe2C6H4][MeSO3]·MeSO3H (2) and the known compound (BEt)2(μ-O)(μ-O,O′-O2CCH3)2 (3). Compound 2 was prepared independently from 1 and methylsulfonic acid. Compound 2 was characterized spectroscopically (NMR, IR) and by crystal structure determination. The latter shows the association of two ions and one molecule [1-HOCPh2-2-NHMe2C6H4]+, [MeSO3]− and MeSO3H by hydrogen bonding. [Copyright &y& Elsevier]

N,N-Dimethyl-o-toluidine, N,N-dimethylaniline, and N,N-diethylaniline were treated with n-butyllithium-tmeda in diethyl ether–hexane solution to give o-lithioarylamines, which react with various electrophiles (benzophenone, dicyclohexyl ketone, benzaldehyde, and Ph(H)C&z.dbnd;NPh) to form the corresponding (2-dialkylaminophenyl)alcohols 1-HOCPh2-2-NMe2C6H4 (), 1-HOCCy2-2-NMe2C6H4 (), 1-HOCPh2CH2-2-NMe2C6H4 (), 1-HOC(H)PhCH2-2-NMe2C6H4 (), and 1-HOCPh2-2-NEt2C6H4 (), and the 2-phenylaminoalkyl-dimethylaminobenzene derivatives 1-NMe2-2-NH(Ph)C(H)PhC6H4 () and 1-NMe2-2-NH(Ph)C(H)PhCH2C6H4 (). Compounds were characterized spectroscopically (NMR, IR, MS) and by crystal structure determination. [Copyright &y& Elsevier]