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1 article(s) from Thiele, Maike

3,3'-Linked BINOL macrocycles: optimized synthesis of crown ethers featuring one or two BINOL units

Somayyeh Kheirjou,
Jan Riebe,
Maike Thiele,
Christoph Wölper and
Jochen Niemeyer

Beilstein J. Org. Chem. 2025, 21, 1719–1729, doi:10.3762/bjoc.21.134

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Figure 1: a–d) Selected structures of previously reported BINOL-based crown ether macrocycles; e) previous sy...

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Figure 2: Optimized synthetic routes towards 3,3'-substituted BINOL crown ethers (this work).

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Figure 3: Synthetic routes towards macrocycles featuring one BINOL unit. a) Two-fold Suzuki coupling and b) t...

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Figure 4: Molecular structure of macrocycle (R)-Me-M1₆ in the solid state (hydrogen atoms are omitted for cla...

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Figure 5: Initially attempted route towards bis-BINOL macrocycles based on precursors Me-3₆ or Me-4₆. Conditi...

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Figure 6: Synthetic route towards macrocycles featuring two BINOL units linked via hexaethylene glycol spacer...

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Figure 7: Synthetic route towards macrocycles featuring two BINOL units linked via diethylene glycol spacers....

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Figure 8: ¹H NMR spectra of a) (S,S)-H-M2₂, b) (S,S)-iPr-M2₂, c) (S,S)-HiPr-M2₂, and d) (R,S)-HiPr-M2₂ (all: ...

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Published 28 Aug 2025

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