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Frontispiece: Synthesis of Single and Double Dibenzohelicenes by Rhodium‐Catalyzed Intramolecular [2+2+2] and [2+1+2+1] Cycloaddition
Author(s) -
Yamano Ryota,
Shibata Yu,
Tanaka Ken
Publication year - 2018
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.201882464
Subject(s) - helicene , cycloaddition , intramolecular force , rhodium , chemistry , quantum yield , anthracene , enantioselective synthesis , fluorescence , yield (engineering) , stereochemistry , catalysis , photochemistry , materials science , organic chemistry , molecule , physics , quantum mechanics , metallurgy
Dibenzo[7]helicenes were synthesized by the rhodium‐catalyzed enantioselective intramolecular [2+2+2] cycloaddition of 2‐phenylnaphthalene‐linked tryines. Additionally, [2+1+2+1] cycloaddition products, twisted anthracenes, were also obtained by using difluorphos as a ligand and the Scholl reaction of this twisted anthracene afforded a double dibenzo[6]helicene. The dibenzo[7]helicene exhibited good circularly polarized luminescence property and the double dibenzo[6]helicene exhibited high fluorescence quantum yield. For more details, see the Full Paper by K. Tanaka et al. on page 6364 ff.