The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes

Kazumasa Kanda; Tamami Koike; Kohei Endo; Takanori Shibata

doi:10.1039/b818904h

The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes

Kazumasa Kanda, Tamami Koike, Kohei Endo, Takanori Shibata^*

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

39 Citations (Scopus)

Abstract

The double Sonogashira coupling of diiodoparacyclophanes with alkynes proceeded to give planarly chiral dialkynylparacyclophanes; a chiral Pd catalyst, which was prepared in situ from PdCl₂(CH ₃CN)₂ and Taniaphos, realized the first asymmetric Sonogashira coupling with up to ca. 80% ee.

Original language	English
Pages (from-to)	1870-1872
Number of pages	3
Journal	Chemical Communications
Issue number	14
DOIs	https://doi.org/10.1039/b818904h
Publication status	Published - 2009

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "The double Sonogashira coupling of diiodoparacyclophanes with alkynes proceeded to give planarly chiral dialkynylparacyclophanes; a chiral Pd catalyst, which was prepared in situ from PdCl2(CH 3CN)2 and Taniaphos, realized the first asymmetric Sonogashira coupling with up to ca. 80% ee.",

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AU - Shibata, Takanori

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AB - The double Sonogashira coupling of diiodoparacyclophanes with alkynes proceeded to give planarly chiral dialkynylparacyclophanes; a chiral Pd catalyst, which was prepared in situ from PdCl2(CH 3CN)2 and Taniaphos, realized the first asymmetric Sonogashira coupling with up to ca. 80% ee.

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The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes

Abstract

ASJC Scopus subject areas

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