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2 article(s) from Au-Yeung, Ho Yu

Synthesis of a [6]rotaxane with singly threaded γ-cyclodextrins as a single stereoisomer

Jason Yin Hei Man and
Ho Yu Au-Yeung

Beilstein J. Org. Chem. 2019, 15, 1829–1837, doi:10.3762/bjoc.15.177

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Scheme 1: Synthesis of the axle and stopper building blocks 1 and 2.

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Scheme 2: Synthesis of [n]rotaxanes 3R to 6R. Note that the position and orientation of the γ-CD are arbitrar...

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Figure 1: LC–MS analysis of the reaction mixture of the [n]rotaxane synthesis in the presence of (a) 0.5; (b)...

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Figure 2: Partial ¹H NMR spectra (500 MHz, D₂O, 298 K) of (a) 6R; (b) 5R; and (c) 4R.

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Figure 3: (a) All the possible sequences of a [6]rotaxane with two CB[6] and three γ-CD interlocked on an axl...

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Figure 4: Partial (a) COSY spectrum (500 MHz, D₂O, 298 K) and (b) NOESY (500 MHz, D₂O, 298 K) of 4R showing t...

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Figure 5: Possible structures of 5R assuming no fast shuttling of the γ-CD along the axle.

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Published 01 Aug 2019

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Efficient catenane synthesis by cucurbit[6]uril-mediated azide–alkyne cycloaddition

Antony Wing Hung Ng,
Chi-Chung Yee,
Kai Wang and
Ho Yu Au-Yeung

Beilstein J. Org. Chem. 2018, 14, 1846–1853, doi:10.3762/bjoc.14.158

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Scheme 1: Diazide and dialkyne building blocks used in this study.

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Scheme 2: Synthesis of Cat-1 by CBAAC. ^aAssembly yield by HPLC; ^bisolated yield as PF₆⁻ salt.

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Scheme 3: Synthesis of [3]catenanes by CBAAC. ^aAssembly yield by HPLC; ^bisolated yield by precipitation as PF₆...

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Figure 1: ¹H NMR (500 MHz, D₂O, 298 K) of Cat-2. The signal at ca. 8.3 ppm is the residual formate from prepa...

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Figure 2: (a) ESIMS, (b) HRMS, and (c) MS² spectrum (parent ion at m/z = 887.8) of Cat-2.

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Scheme 4: Synthesis of the [4]catenane Cat-11. ^aAssembly yield by HPLC; ^bisolated yield by preparative HPLC.

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Published 20 Jul 2018

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