82-16-6Relevant academic research and scientific papers
Color-tunable arylaminoanthraquinone dyes through hydrogen-bond-assisted charge transfer interaction
Takeda, Takashi,Kasahara, Yotaro,Akutagawa, Tomoyuki
, p. 24217 - 24231 (2021/07/29)
We prepared a series of arylaminoanthraquinone derivatives, including those with electron-accepting sulfone units and/or with electron-donating dialkylamino units. A color-tunable anthraquinone library that reached into the NIR region could be prepared through the precise control of frontier orbitals. Fine color-tuning was achieved through proper selection and positioning of the substituents. Effective intramolecular hydrogen-bond-assisted charge transfer interaction between electron-donating aniline/p-phenylenediamine and electron-accepting anthraquinone substructures induced a significant bathochromic shift of anthraquinone. The number and position of the substituents and the molecular conformation also significantly contributed to determining photophysical properties.
Palladium-catalysed amination of 1,8- and 1,5-dichloroanthracenes and 1,8- and 1,5-dichloroanthraquinones
Beletskaya, Irina P.,Bessmertnykh, Alla G.,Averin, Alexei D.,Denat, Franck,Guilard, Roger
, p. 281 - 305 (2007/10/03)
Diamino derivatives of anthracene and anthraquinone have been synthesised by palladium-catalysed coupling of 1,8-dichloroanthracene and 1,8-dichloroanthraquinone with a wide range of aliphatic and aromatic primary and secondary amines. The use of polyamines gave rise to a large number of new nitrogen- and oxygen-containing macrocycles incorporating anthracene or anthraquinone moieties. The method has also been employed for the preparation of bismacrocycles in which two cyclam or azacrown units are linked together by an anthracene bridge through C(sp2)-N bonds. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
