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Enantioselective Synthesis of [9]‐ and [11]Helicene‐like Molecules: Double Intramolecular [2+2+2] Cycloaddition
Author(s) -
Kimura Yuki,
Fukawa Naohiro,
Miyauchi Yuta,
Noguchi Keiichi,
Tanaka Ken
Publication year - 2014
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.201404810
Subject(s) - helicene , intramolecular force , enantioselective synthesis , cycloaddition , molecule , chemistry , stereochemistry , rhodium , organic chemistry , catalysis
Abstract The enantioselective synthesis of completely ortho ‐fused [9]‐ and [11]helicene‐like molecules has been achieved through a rhodium‐mediated, intramolecular, double [2+2+2] cycloaddition of phenol‐ or 2‐naphthol‐linked hexaynes. Crystal structures and photophysical properties of these [9]‐ and [11]helicene‐like molecules have also been disclosed.