19591-14-1Relevant articles and documents
Photochemical Alkylamination of 1-Acylaminoanthraquinones
Yoshida, Katsuhira,Okugawa, Tetsuo,Nagamtsu, Eiichi,Yamashita, Yoshio,Matsuoka, Masaru
, p. 529 - 533 (2007/10/02)
The photochemical reaction of 1-acylaminoanthraquinones (1) with primary aliphatic amines in benzene, in air, gave 1-acylamino-4-alkylaminoanthraquinones (2) in 56-78percent yields.The reaction was retarded by the addition of triplet quenchers.The quantum yield of the reaction increased on raising the amine concentration.A mechanism via addition of alkylamine to the triplet excited state of (1), followed by oxidation to give the products (2), is proposed.The regioselective 4-amination of (1) has been rationalized by means of the frontier orbital method.