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Novel Pathways for the Formation of Chiral Binaphthyl Polymers: Oxidative Asymmetric Phenolic Coupling Alone and in Tandem with the Glaser–Hay Coupling
Author(s) -
Xie Xu,
Phuan PuayWah,
Kozlowski Marisa C.
Publication year - 2003
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.200250325
Subject(s) - chemoselectivity , tandem , coupling (piping) , oxidative coupling of methane , chemistry , polymer , content (measure theory) , combinatorial chemistry , computer science , organic chemistry , materials science , mathematics , catalysis , composite material , mathematical analysis , metallurgy
Unusually orderly! Alkynylnaphthols undergo two kinds of couplings stepwise, with high stereocontrol, and in one pot to give chiral binaphthyl polymers like that shown. Since the chemoselectivity of each coupling is remarkably high, this approach is useful for the organized assembly of multifunctional substrates in a single operation.