Synthesis of Bis-BINOL Derivatives: Linking via the 3-, 4-, or 5-Position by Generation of Suitable C1-Symmetric Precursors

Martha Kohlhaas; Fabian Lutz; Nirtharsan Paransothy; Frescilia Octa-Smolin; Christoph Wölper; Jochen Niemeyer

doi:10.1055/s-0039-1690763

Synthesis, Inhaltsverzeichnis

Synthesis 2020; 52(06): 853-860
DOI: 10.1055/s-0039-1690763

paper

Synthesis of Bis-BINOL Derivatives: Linking via the 3-, 4-, or 5-Position by Generation of Suitable C ₁-Symmetric Precursors

Martha Kohlhaas

^aInstitute of Organic Chemistry and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany eMail: jochen.niemeyer@uni-due.de

,

Fabian Lutz

^aInstitute of Organic Chemistry and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany eMail: jochen.niemeyer@uni-due.de

,

Nirtharsan Paransothy

^aInstitute of Organic Chemistry and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany eMail: jochen.niemeyer@uni-due.de

,

Frescilia Octa-Smolin

^aInstitute of Organic Chemistry and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany eMail: jochen.niemeyer@uni-due.de

,

Christoph Wölper

^bInstitute of Inorganic Chemistry, University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany

,

Jochen Niemeyer ∗

^aInstitute of Organic Chemistry and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany eMail: jochen.niemeyer@uni-due.de

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Abstract

Alle Artikel dieser Rubrik

In memory of Prof. Dieter Enders

Abstract

Bis-BINOL derivatives have proven highly useful in applications such as chemosensing or organocatalysis. In this account, we describe strategies for the linking of BINOL units via the 3-, 4-, or 5-positions, showing that unique synthetic strategies are necessary to address each position. We report the synthesis of suitable C ₁-symmetric precursors, which are generated either by monohalogenation or by monodeprotection of C ₂-symmetric starting materials, and their subsequent coupling to give linked bis-BINOL derivatives.

Key words

BINOL - C ₁-symmetric - substitution - bromination - linking

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Referenzen

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Zusatzmaterial

Synthesis of Bis-BINOL Derivatives: Linking via the 3-, 4-, or 5-Position by Generation of Suitable C 1-Symmetric Precursors

Synthesis of Bis-BINOL Derivatives: Linking via the 3-, 4-, or 5-Position by Generation of Suitable C ₁-Symmetric Precursors