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One‐Step Construction of Five Successive Rings by Rhodium‐Catalyzed Intermolecular Double [2+2+2] Cycloaddition: Enantioenriched [9]Helicene‐Like Molecules
Author(s) -
Tanaka Ken,
Fukawa Naohiro,
Suda Takeshi,
Noguchi Keiichi
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200901962
Subject(s) - helicene , rhodium , intermolecular force , cycloaddition , molecule , chemistry , catalysis , crystal structure , diene , stereochemistry , crystallography , organic chemistry , natural rubber
Spiraling upwards : Enantioenriched fluorenone‐containing [9]helicene‐like molecules have been successfully synthesized through the formation of five successive rings by rhodium‐catalyzed intermolecular double [2+2+2] cycloadditions of 2‐naphthol‐linked tetraynes with dialkynylketones (see scheme; cod=cycloocta‐1,5‐diene). Their unique crystal structures and photophysical properties have also been determined.