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Volumn 131, Issue 35, 2009, Pages 12657-12663

Noncovalent synthesis of shape-persistent cyclic hexamers from ditopic hydrazide-based supramolecular synthons and asymmetric induction of supramolecular chirality

Author keywords

[No Author keywords available]

Indexed keywords

APOLAR SOLVENTS; ASYMMETRIC INDUCTION; CD SPECTRA; CHIRAL AUXILIARIES; CONCENTRATION-DEPENDENT; CYCLIC HEXAMERS; ELECTROSTATIC INTERACTIONS; HEXAMERS; HYDROGEN BONDINGS; INTRAMOLECULAR INTERACTIONS; NMR SPECTRUM; NON-COVALENT SYNTHESIS; RECOGNITION SITE; SELF-ASSEMBLE; SUPRAMOLECULAR CHIRALITY; SUPRAMOLECULAR SYNTHONS;

EID: 69849105341     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9029335     Document Type: Article
Times cited : (42)

References (73)
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    • For an excellent and comprehensive review on hydrogen bonding mediated cyclic aggregates, see: Diederich, F., Stang, P. J., Tykwinski, R. R., Eds.; Wiley-VCH: Weinheim, Germany
    • For an excellent and comprehensive review on hydrogen bonding mediated cyclic aggregates, see: Ballester, P.; de Mendoza, J. In Modern Supramolecular Chemistry: Strategies for Macrocycle Synthesis; Diederich, F., Stang, P. J., Tykwinski, R. R., Eds.; Wiley-VCH: Weinheim, Germany, 2008; pp 69-111.
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    • For excellent recent reviews on G-quartets, see: (a)
    • For excellent recent reviews on G-quartets, see: (a) Davis, J. F. Angew. Chem., Int. Ed. 2004, 43, 668-698.
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    • Lehn et al. reported a hydrazide-based trimeric supramolecular disk from a heterocyclic compound. See
    • Lehn et al. reported a hydrazide-based trimeric supramolecular disk from a heterocyclic compound. See: Suárez, M.; Lehn, J.-M.; Zimmerman, S. C.; Skoulios, A.; Heinrich, B. J. Am. Chem. Soc. 1998, 120, 9526-9532.
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    • For the interactions deriving from hydrogen bonding sites not participating in primary hydrogen bonding interactions, see: (a)
    • For the interactions deriving from hydrogen bonding sites not participating in primary hydrogen bonding interactions, see: (a) Jorgensen, W. L.; Pranata, J. J. Am. Chem. Soc. 1990, 112, 2008-2010.
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    • See Supporting Information for more details
    • See Supporting Information for more details.
  • 61
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    • Wang et al. also observed a similar phenomenon in their molecular baskets: (b)
    • Wang et al. also observed a similar phenomenon in their molecular baskets: (b) Wang, B.-Y.; Rieth, S.; Badjic, J. D. J. Am. Chem. Soc. 2009, 131, 7250-7252.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 7250-7252
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    • Reinhoudt et al. extensively studied supramolecular chirality in cyanuric acid-melamine hydrogen-bonded double-rosette assemblies: (a)
    • Reinhoudt et al. extensively studied supramolecular chirality in cyanuric acid-melamine hydrogen-bonded double-rosette assemblies: (a) Prins, L. J.; Huskens, J.; de Jong, F.; Timmerman, P.; Reinhoudt, D. N. Nature 1999, 398, 498-502.
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    • note
    • Supramolecular chirality was also studied by Fenniri et al. in their GC hybrid-based rosette structures; see refs 10b and 10e.
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    • Cycloenantiomerism was first discussed in the case of cyclopeptides where it depends on the ring direction and the distribution pattern of the stereogenic centers in the amino acid units: (a)
    • Cycloenantiomerism was first discussed in the case of cyclopeptides where it depends on the ring direction and the distribution pattern of the stereogenic centers in the amino acid units: (a) Prelog, V.; Gerlach, H. Helv. Chim. Acta 1964, 47, 2288-2294.
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    • For some examples of cycloenantiomers in supramolecular chemistry, see: (a)
    • For some examples of cycloenantiomers in supramolecular chemistry, see: (a) Yamamoto, C.; Okamoto, Y.; Schmidt, T.; Jäger, R.; Vögtle, F. J. Am. Chem. Soc. 1997, 119, 10547-10548.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.