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1 article(s) from Brandt, Emily

Synthesis of multivalent host and guest molecules for the construction of multithreaded diamide pseudorotaxanes

Nora L. Löw,
Egor V. Dzyuba,
Boris Brusilowskij,
Lena Kaufmann,
Elisa Franzmann,
Wolfgang Maison,
Emily Brandt,
Daniel Aicher,
Arno Wiehe and
Christoph A. Schalley

Beilstein J. Org. Chem. 2012, 8, 234–245, doi:10.3762/bjoc.8.24

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Figure 1: Hunter/Vögtle-type tetralactam macrocycle 1 bearing an iodo substituent at one of the isophthaloyl ...

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Scheme 1: Synthesis of the monovalent diamide axle 2, which was used for Sonogashira coupling to the appropri...

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Scheme 2: Synthesis of divalent wheels from TLM 1: (a), (b) (Ph₃P)₂PdCl₂, CuI, PPh₃, NEt₃, DMF, 25 °C, 24 h, ...

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Scheme 3: Synthesis of trivalent wheel 14 from TLM 1: (a) (Ph₃P)₂PdCl₂, CuI, PPh₃, NEt₃, DMF, 25 °C, 24 h, 40...

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Scheme 4: (a) Pd₂(dba)₃, AsPh₃, NEt₃, DMF, 120 °C, 12 h, 7% (16).

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Scheme 5: Synthesis of a series of multivalent guests starting from the axle 2. (a), (b), (c), (d): Pd₂(dba)₃...

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Scheme 6: Synthesis of the tetravalent axle 23 and its divalent side product: (a) Pd₂(dba)₃, AsPh₃, NEt₃, DMF...

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Figure 2: Aliphatic regions of the ¹H NMR spectra (CD₂Cl₂, 500 MHz, 298 K, 2.3 mM) of (a) 10 (top), 17@10 (ce...

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Published 09 Feb 2012

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