Axial Chirality Control of Gold(biphep) Complexes by Chiral Anions: Application to Asymmetric Catalysis

The axial chirality of tropos gold–biphep (biphep=bis(phosphanyl)biphenyl) complexes, which is controlled by a chiral anion such as (S)‐2 (=X*−), is imprinted and memorized even after the dissociation of chiral anion. An enantiopure complex thus obtained efficiently function as an atropos asymmetric...

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Published inAngewandte Chemie (International ed.) Vol. 48; no. 33; pp. 6073 - 6077
Main Authors Aikawa, Kohsuke, Kojima, Masafumi, Mikami, Koichi
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 01.01.2009
WILEY‐VCH Verlag
Wiley
Subjects
atropisomerism
Chemistry
Chemistry, Multidisciplinary
chiral auxiliaries
gold
intramolecular hydroamination
Physical Sciences
Science & Technology
chiral auxiliaries
ACTIVATION
HYDROGENATION
RESOLUTION
LEWIS-ACID CATALYSIS
BIPHENYLPHOSPHINE BIPHEP LIGAND
intramolecular hydroamination
atropisomerism
gold
CYCLOADDITION
AMPLIFICATION
RH
TROPOS
PD CATALYST
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Summary:The axial chirality of tropos gold–biphep (biphep=bis(phosphanyl)biphenyl) complexes, which is controlled by a chiral anion such as (S)‐2 (=X*−), is imprinted and memorized even after the dissociation of chiral anion. An enantiopure complex thus obtained efficiently function as an atropos asymmetric catalyst in an intramolecular hydroamination.
Bibliography:http://dx.doi.org/10.1002/anie.200902084
This work was supported by a Grant‐in‐Aid for Scientific Research on Priority Area “Advanced Molecular Transformations of Carbon Resources” from the Ministry of Education, Culture, Sports, Science and Technology (Japan). We thank Dr. K. Hasegawa of Rigaku Co. for the X‐ray analyses.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200902084