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Volumn 10, Issue 12, 2008, Pages 2577-2580

Folding of long-chain alkanediammonium ions promoted by a cucurbituril derivative

Author keywords

[No Author keywords available]

Indexed keywords

CUCURBITURIL; MACROCYCLIC COMPOUND; QUATERNARY AMMONIUM DERIVATIVE; WATER;

EID: 46049120207     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800893n     Document Type: Article
Times cited : (64)

References (36)
  • 10
    • 59949097468 scopus 로고    scopus 로고
    • Wheate, N. J.; Buck, D. P.; Day, A. I.; Collins, J. G. Dalton Trans. 2006, n/a, 451-458.
    • (c) Wheate, N. J.; Buck, D. P.; Day, A. I.; Collins, J. G. Dalton Trans. 2006, n/a, 451-458.
  • 26
    • 59949085120 scopus 로고    scopus 로고
    • The reaction between ns-CB[6] and (substituted) benzaldehydes was also conducted. We were unable to purify these reaction mixtures which consist of at least two compounds probably due to the potential for two diastereomeric orientations of the pendant Ar group.
    • The reaction between ns-CB[6] and (substituted) benzaldehydes was also conducted. We were unable to purify these reaction mixtures which consist of at least two compounds probably due to the potential for two diastereomeric orientations of the pendant Ar group.
  • 28
    • 59949093515 scopus 로고    scopus 로고
    • We did not observe intracomplex ROESY cross-peaks that would allow us to assign these complexes as a specific diastereomer. MMFF calculations (Supporting Information) suggest that the complex between ns-CB[6] and 9 is best formulated as bottom-ns-CB[6]·9
    • We did not observe intracomplex ROESY cross-peaks that would allow us to assign these complexes as a specific diastereomer. MMFF calculations (Supporting Information) suggest that the complex between ns-CB[6] and 9 is best formulated as bottom-ns-CB[6]·9.
  • 29
    • 0000743715 scopus 로고    scopus 로고
    • Mock previously showed that CB[6] binds to 11 but rejects isomeric 12 and 13 because only the geometry of 11 allows both substituents to pass through the C=O lined portals. See: Mock, W. L.; Shih, N. Y. J. Org. Chem. 1986, 51, 4440-4446.
    • Mock previously showed that CB[6] binds to 11 but rejects isomeric 12 and 13 because only the geometry of 11 allows both substituents to pass through the C=O lined portals. See: Mock, W. L.; Shih, N. Y. J. Org. Chem. 1986, 51, 4440-4446.
  • 30
    • 34047221389 scopus 로고    scopus 로고
    • For examples of symmetrical CB[6]·alkanediammonium complexes, see ref 10 and: (a) Rekharsky, M. V, Ko, Y. H, Selvapalam, N, Kim, K, Inoue, Y. Supramol. Chem. 2007, 19, 39-46
    • For examples of symmetrical CB[6]·alkanediammonium complexes, see ref 10 and: (a) Rekharsky, M. V.; Ko, Y. H.; Selvapalam, N.; Kim, K.; Inoue, Y. Supramol. Chem. 2007, 19, 39-46.
  • 33
    • 33947500664 scopus 로고    scopus 로고
    • For other examples of folding processes promoted by CB[n], see: (a) Ko, Y. H.; Kim, E.; Hwang, I.; Kim, K. Chem. Commun. 2007, 1305-1315.
    • For other examples of folding processes promoted by CB[n], see: (a) Ko, Y. H.; Kim, E.; Hwang, I.; Kim, K. Chem. Commun. 2007, 1305-1315.
  • 35
    • 47049089430 scopus 로고    scopus 로고
    • A related phenomenon has been observed by Kim and co-workers for the complex of CB[8] with long-chain alkyltrimethylammonium ions Ko, Y. H.; Kim, H.; Kim, Y.; Kim, K. Angew. Chem., Int. Ed. 2008, 47, 4106-4109.
    • A related phenomenon has been observed by Kim and co-workers for the complex of CB[8] with long-chain alkyltrimethylammonium ions Ko, Y. H.; Kim, H.; Kim, Y.; Kim, K. Angew. Chem., Int. Ed. 2008, 47, 4106-4109.
  • 36
    • 59949094662 scopus 로고    scopus 로고
    • Rebek and co-workers have shown that n-alkanes exhibit helical conformations inside self-assembled capsules to maximize noncovalent interactions between host and guest. For a review, see Rebek, J. Chem. Commun. 2007, 2777-2789.
    • Rebek and co-workers have shown that n-alkanes exhibit helical conformations inside self-assembled capsules to maximize noncovalent interactions between host and guest. For a review, see Rebek, J. Chem. Commun. 2007, 2777-2789.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.