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1 article(s) from Iannece, Patrizia

Multiple threading of a triple-calix[6]arene host

Veronica Iuliano,
Roberta Ciao,
Emanuele Vignola,
Carmen Talotta,
Patrizia Iannece,
Margherita De Rosa,
Annunziata Soriente,
Carmine Gaeta and
Placido Neri

Beilstein J. Org. Chem. 2019, 15, 2092–2104, doi:10.3762/bjoc.15.207

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Graphical Abstract

Figure 1: Sketch of the currently known prototypical examples of handcuff-derived architectures.

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Figure 2: Chemical drawing of the known bis-calix[6]arene 1 and its handcuff pseudorotaxane architectures 3²⁺...

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Scheme 1: Synthesis of triple-calix[6]arene host 6.

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Scheme 2: Formation of the 7⁺ [Graphic 2] 6, (7⁺)₂6, (7⁺)₃6 pseudorotaxane architectures by multiple-threading of 6 with 7⁺...

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Figure 3: (Bottom) Portion of the ESI-FT-ICR mass spectrum of 7⁺ [Graphic 2] 6. (Top a–c) Significant portions of: (a) ¹H ...

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Figure 4: ¹H NMR titration of 6 with 7⁺·TFPB^– (CDCl₃ , 298 K, 600 MHz). Significant portions of the ¹H NMR sp...

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Figure 5: ESI-FT-ICR-MS and HR-ESI-FT-ICR-CID mass spectrum of (7⁺)₂ [Graphic 2] 6.

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Figure 6: Different views of the minimized structures of (7⁺)₃ [Graphic 2] 6 obtained by molecular mechanics calculations.

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Scheme 3: Formation of the 4⁺ [Graphic 2] 6, (4⁺)₂6, (4⁺)₃6 pseudorotaxane architectures by multiple-threading of 6 with 4⁺...

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Figure 7: (a–d) ¹H NMR titration of 6 with 4⁺·TFPB⁻ (CDCl₃, 298 K, 600 MHz). Significant portions of the ¹H N...

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Figure 8: Different views of the minimized structures of (4⁺)₃ [Graphic 2] 6 obtained by molecular mechanics calculations.

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Figure 9: (Top) Possible endo-benzyl and endo-alkyl stereoisomers obtainable by directional threading of cali...

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Figure 10: (Left) HR-ESI-FT-ICR mass spectrum of 8⁺ [Graphic 2] 6. (Right) HR-ESI-FT-ICR-CID mass spectrum of (8⁺)₂6.

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Figure 11: (a–d) ¹H NMR titration of 6 with 8⁺·TFPB⁻ (CDCl₃ , 298 K, 600 MHz). Significant portions of the ¹H ...

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Letter

Published 03 Sep 2019

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