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Unexpected Cyclization of Tritylamines Promoted by Copper Salt through CH and CN Bond Cleavages to Produce Acridine Derivatives
Author(s) -
Morioka Ryosuke,
Hirano Koji,
Satoh Tetsuya,
Miura Masahiro
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404656
Subject(s) - acridine , chemistry , salt (chemistry) , copper , acridine derivatives , fluorescence , solid state , photochemistry , stereochemistry , combinatorial chemistry , organic chemistry , physics , quantum mechanics
Herein, we demonstrate that tritylamines undergo an unprecedented copper‐mediated cyclization involving the cleavages of two CH bonds and one CN bond to give 9‐arylacridine derivatives. This kind of acridines is of interest due to their biological properties and their unique optical and electro‐ and photochemical properties. Some of obtained acridine derivatives exhibit intense fluorescence in the solid state.