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Volumn 65, Issue 35, 2009, Pages 7249-7258

Toward supramolecular polymers incorporating double cavity cucurbituril hosts

Author keywords

Cucurbituril; Diffusion ordered spectroscopy; Polymers; Supramolecular chemistry

Indexed keywords

ADAMANTANE DERIVATIVE; AMMONIA; BIPHENYL; CUCURBITURIL; MACROCYCLIC COMPOUND; POLYMER; UNCLASSIFIED DRUG;

EID: 67651121802     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.02.055     Document Type: Article
Times cited : (43)

References (70)
  • 51
    • 67651123443 scopus 로고    scopus 로고
    • note
    • 1H NMR were prepared by stirring an excess of solid bis-ns-CB[10] with a solution of known concentration of guest. Integration of the resonances for host and guest allowed a determination of the relative stoichiometry (n:n).
  • 55
    • 67651101303 scopus 로고    scopus 로고
    • note
    • The methylated N-atoms of 4 destabilize the bis-ns-CB[10]·4 complex due to steric interactions with the ureidyl C{double bond, long}O portals of the host.
  • 56
    • 1242274616 scopus 로고    scopus 로고
    • Kim's group previously reported that a cyclic pentamer formed between CB[8] and a guest containing two binding groups. We suspect that the aggregates described here may be structurally similar. See:
    • Kim's group previously reported that a cyclic pentamer formed between CB[8] and a guest containing two binding groups. We suspect that the aggregates described here may be structurally similar. See:. Ko Y.H., Kim K., Kang J.-K., Chun H., Lee J.W., Sakamoto S., Yamaguchi K., Fettinger J.C., and Kim K. J. Am. Chem. Soc. 126 (2004) 1932-1933
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 1932-1933
    • Ko, Y.H.1    Kim, K.2    Kang, J.-K.3    Chun, H.4    Lee, J.W.5    Sakamoto, S.6    Yamaguchi, K.7    Fettinger, J.C.8    Kim, K.9
  • 59
    • 67651099346 scopus 로고    scopus 로고
    • note
    • 2, which suggests that 1:1 complex bis-ns-CB[10]·8 may also be present in this solution.
  • 60
    • 67651122217 scopus 로고    scopus 로고
    • note
    • + state.
  • 61
    • 67651096347 scopus 로고    scopus 로고
    • note
    • The NMR samples are prepared from solid host and a solution of guest. The excess unbound host bis-ns-CB[10] remains insoluble and is removed before transferring the solution to an NMR tube for analysis.
  • 62
    • 67651087707 scopus 로고    scopus 로고
    • note
    • For a more complete description of this top-center isomerism and experimental observation of the diastereomers in simpler systems see Ref. 7. If homotropic allostery is not followed then an additional 12 diastereomers are possible.
  • 63
    • 33746923434 scopus 로고    scopus 로고
    • Related phenomena have been observed by other groups. See:
    • Related phenomena have been observed by other groups. See:. Sobransingh D., and Kaifer A.E. Org. Lett. 8 (2006) 3247-3250
    • (2006) Org. Lett. , vol.8 , pp. 3247-3250
    • Sobransingh, D.1    Kaifer, A.E.2
  • 69
    • 67651101302 scopus 로고    scopus 로고
    • note
    • 2·CB[6] is the top-top diastereomer depicted. The alternate center-center diastereomer would suffer from increased repulsive interactions between ureidyl carbonyl portals of CB[6] and bis-ns-CB[10].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.