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Frontispiece: 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 - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201484071
Subject(s) - bond cleavage , chemistry , acridine , cleavage (geology) , stereochemistry , copper , molecule , salt (chemistry) , catalysis , organic chemistry , geotechnical engineering , fracture (geology) , engineering
Direct Cyclization A straightforward construction of 9‐arylacridine molecules was achieved through the direct cyclization of tritylamines involving two CH and one CN bond cleavages in the presence of copper acetate under a normal pressure of molecular oxygen. Mechanistic investigations, including a 15 N‐labeled crossover experiment, suggested that this novel cyclization involves an associative pathway with respect to the CN bond formation/cleavage after the first CH bond cleavage step. Notably, some of obtained acridine derivatives exhibit intense fluorescence in the solid state. For more details, see the Communication on page 12720, by T. Satoh, M. Miura et al.