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1 article(s) from Korniltsev, Ilia

Cone p-aminocalix[4]arenes enriched with ‘clickable’ alkyne or azide functionalities

Ilia Korniltsev,
Vasily Bazhenov,
Alexander Gorbunov,
Dmitry Cheshkov,
Stanislav Bezzubov,
Vladimir Kovalev and
Ivan Vatsouro

Beilstein J. Org. Chem. 2026, 22, 399–415, doi:10.3762/bjoc.22.28

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Graphical Abstract

Figure 1: General concept of building multifunctional calix[4]arenes by joining propargyl/2-azidoethyl and p-...

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Scheme 1: Silylation of the calixarene propargyl ethers. Conditions: i) LiHMDS (HMDS + n-BuLi), TBSCl, THF, −...

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Scheme 2: Nitration of calixarenes 6, 8–10. Conditions: i) HNO₃ (fuming, 10 equiv per calixarene aromatic uni...

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Figure 2: Parts of ¹H,¹³C HMBC spectra of calixarenes 12 (a) and 13 (b) recorded in CDCl₃ solutions at 600 MH...

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Figure 3: Molecular structures of partially nitrated calixarene 16 (a) and exhaustively nitrated calixarene 15...

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Scheme 3: Reduction of calixarenes 11, 15 and 17. Conditions: i) SnCl₂·2H₂O, HCl, EtOH, H₂O, 70 °C, then KOH,...

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Scheme 4: Protecting group replacement in propargylated p-aminocalix[4]arenes. Conditions: i) Boc₂O, Et₃N, di...

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Scheme 5: Synthesis of 2-azidoethylated p-aminocalix[4]arenes. Conditions: i) HNO₃ (fuming, 10 equiv per cali...

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Scheme 6: Synthesis of triazolated p-aminocalix[4]arenes 37–39 from the propargylated calixarene precursors 24...

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Scheme 7: Synthesis of triazolated p-aminocalix[4]arenes 40 and 41 from the 2-azidoethylated calixarene precu...

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Scheme 8: Removal of Boc protection in calixarenes 37–41; (i) CF₃CO₂H, dichloromethane, rt, then NaHCO₃/H₂O.

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Scheme 9: Synthesis of triazolated tetraureacalix[4]arenes 47–51. Conditions: (i) p-tolyl isocyanate, toluene...

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Figure 4: Planar and energy-minimized structures (with CHCl₃ molecule included and triazole groups highlighte...

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Figure 5: Planar structures of homodimers 48₂, 51₂, and heterodimer 48·52 (a); fragment of the ¹H NMR spectru...

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Figure 6: Planar structures of homodimers 47₂, 50₂, and heterodimer 47·52 (a); fragment of the ¹H NMR spectru...

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Published 09 Mar 2026

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