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Homothiacalix[4]arenes: synthetic exploration and solid-state structures

(2011) CHEMISTRY-A EUROPEAN JOURNAL. 17(37). p.10339-10349
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Abstract
Homothiacalix[n]arenes have been largely underexposed compared with related (homo)heteracalixarenes, although their inherent structural features are particularly attractive for supramolecular host-guest chemistry. In this contribution, the synthetic macrocyclization protocols that afford homothiacalix[n]arenes have been reinvestigated and optimized, providing straightforward access to the parent homothiacalix[4] arene skeleton. More-over, inner-rim (bis and tetrakis) ester functionalization and dimethylenethia bridge oxidation were successfully performed as well. Solution-phase (variable-temperature) NMR spectroscopy studies and solid-state X-ray structures provided complementary information on the conformational features of the novel macrocycles.
Keywords
conformation analysis, calixarenes, macrocyclic ligands, solid-state structures, supramolecular chemistry, QUATERNARY AMMONIUM-IONS, STEREOSELECTIVE OXIDATION, ETHER DERIVATIVES, CYCLOPHANES, HOMOOXACALIXARENES, COMPLEXATION, CALIXARENES, METAL, METACYCLOPHANES, THIACALIXARENES

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Citation

Please use this url to cite or link to this publication:

Chicago
Thomas, Joice, Kristof Van Hecke, Koen Robeyns, Wim Van Rossom, Mahendra P Sonawane, Luc Van Meervelt, Mario Smet, Wouter Maes, and Wim Dehaen. 2011. “Homothiacalix[4]arenes: Synthetic Exploration and Solid-state Structures.” Chemistry-a European Journal 17 (37): 10339–10349.
APA
Thomas, Joice, Van Hecke, K., Robeyns, K., Van Rossom, W., Sonawane, M. P., Van Meervelt, L., Smet, M., et al. (2011). Homothiacalix[4]arenes: synthetic exploration and solid-state structures. CHEMISTRY-A EUROPEAN JOURNAL, 17(37), 10339–10349.
Vancouver
1.
Thomas J, Van Hecke K, Robeyns K, Van Rossom W, Sonawane MP, Van Meervelt L, et al. Homothiacalix[4]arenes: synthetic exploration and solid-state structures. CHEMISTRY-A EUROPEAN JOURNAL. 2011;17(37):10339–49.
MLA
Thomas, Joice, Kristof Van Hecke, Koen Robeyns, et al. “Homothiacalix[4]arenes: Synthetic Exploration and Solid-state Structures.” CHEMISTRY-A EUROPEAN JOURNAL 17.37 (2011): 10339–10349. Print.
@article{2045495,
  abstract     = {Homothiacalix[n]arenes have been largely underexposed compared with related (homo)heteracalixarenes, although their inherent structural features are particularly attractive for supramolecular host-guest chemistry. In this contribution, the synthetic macrocyclization protocols that afford homothiacalix[n]arenes have been reinvestigated and optimized, providing straightforward access to the parent homothiacalix[4] arene skeleton. More-over, inner-rim (bis and tetrakis) ester functionalization and dimethylenethia bridge oxidation were successfully performed as well. Solution-phase (variable-temperature) NMR spectroscopy studies and solid-state X-ray structures provided complementary information on the conformational features of the novel macrocycles.},
  author       = {Thomas, Joice and Van Hecke, Kristof and Robeyns, Koen and Van Rossom, Wim and Sonawane, Mahendra P and Van Meervelt, Luc and Smet, Mario and Maes, Wouter and Dehaen, Wim},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keywords     = {conformation analysis,calixarenes,macrocyclic ligands,solid-state structures,supramolecular chemistry,QUATERNARY AMMONIUM-IONS,STEREOSELECTIVE OXIDATION,ETHER DERIVATIVES,CYCLOPHANES,HOMOOXACALIXARENES,COMPLEXATION,CALIXARENES,METAL,METACYCLOPHANES,THIACALIXARENES},
  language     = {eng},
  number       = {37},
  pages        = {10339--10349},
  title        = {Homothiacalix[4]arenes: synthetic exploration and solid-state structures},
  url          = {http://dx.doi.org/10.1002/chem.201101690},
  volume       = {17},
  year         = {2011},
}

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