Peculiar Features of the Willgerodt–Kindler Reaction of 1-Adamantylpropan-2-one and Its Derivatives

The Willgerodt–Kindler reaction of 1-(1-adamantyl)propan-2-one and its derivatives was studied by gas chromatography–mass spectrometry. The reaction time was found to be 3–4 times longer than in the case of alkyl aryl ketones due to considerable steric hindrances in the molecules of adamantyl ketones. The use of diglyme as solvent and sodium butyl xanthate as catalyst significantly shortened the reaction time and improved the yield to 92%.     

Adamantylation of N-aryl and N-arylalkyl acetamides in trifluoroacetic acid

Russian Chemical Bulletin - Alkylation of N-aryl and N-arylalkyl acetamides with hydroxy adamantane derivatives in trifluoroacetic acid was studied. The differentiating effect of trifluoroacetic...     

Synthesis and properties of new transparent (co)polyimides based on adamantane-containing diamines and aromatic tetracarboxylic dianhydrides

Russian Chemical Bulletin - New (co)polyimides possessing good thermal and physicomechanical characteristics, high hydrolytic stability, and transparency at the best world level were synthesized....     

Basicity of {(2-amino)- and (2-aminomethyl)bicyclo[2.2.1]hept-3-yl}anilines in nitromethane

Ionization constants of {(2-amino)-bicyclo[2.2.1]-hept-3-yl}anilines and {(2-aminomethyl)bicyclo [2.2.1]-hept-3-yl}anilines in nitromethane have been determined by potentiometric titration. Due to high values of pK _{a 1} ^BH+ and pK _{a 2} ^BH+ (close to known adamantane-containing diamines) the studied compounds are promising candidates for preparation of (co)polyimides with a complex of excellent utilitarian properties.     

Soluble polyimides and copolyimides with increased hydrolytic stability that are based on [(2-amino)- and (2-aminomethyl)bicyclo[2.2.1]hept-3-yl]anilines

On the basis of [(2-amino)- and (2-aminomethyl)bicyclo[2.2.2]hept-3-yl]anilines, new soluble polyimides and copolyimides are synthesized. They are characterized by high thermal stability and increased hydrolytic stability that significantly surpass those of aromatic polyimides.