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Volumn 7, Issue 13, 2001, Pages 2810-2820

Helical molecular programming: Supramolecular double helices by dimerization of helical oligopyridine-dicarboxamide strands

Author keywords

Conformation analysis; Helical structures; Hydrogen bonds; Self assembly; Supramolecular chemistry

Indexed keywords

CRYSTAL STRUCTURE; DIMERIZATION; DIMERS; HYDROGEN BONDS; MASS SPECTROMETRY; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 0035796582     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20010702)7:13<2810::AID-CHEM2810>3.0.CO;2-5     Document Type: Article
Times cited : (221)

References (50)
  • 43
    • 0004600112 scopus 로고    scopus 로고
    • note
    • This marked effect may result form a larger number of interactions between the side chains as well as an increase in the interactions between aromatic rings due to the electron donor character of the decyloxy substituent in 5.
  • 45
    • 0004569226 scopus 로고    scopus 로고
    • note
    • Water could never be completely removed.
  • 46
    • 0004564526 scopus 로고    scopus 로고
    • note
    • The H-O-H angle of the water molecules is considerably opened to 160°. The O-H bonds are thus almost aligned with the helix axis preventing the water hydrogens to form hydrogen bonds to the pyridine nitrogens of the strands. The water oxygens are within hydrogen bond distance to two amide hydrogens (2.99 Å but NH⋯O angles of only 137° are unfavorable for a strong interaction.
  • 47
    • 0033615770 scopus 로고    scopus 로고
    • Some of these hydrogen bonding motifs are also found in the crystal structure of the related compound N,N′-bis-(6-methyl-pyridin-2-yl)-isophtalamide: M. Mazik, D. Bläser, R. Boese, Tetrahedron 1999, 55, 12 771.
    • (1999) Tetrahedron , vol.55 , pp. 12771
    • Mazik, M.1    Bläser, D.2    Boese, R.3
  • 48
    • 0004637044 scopus 로고    scopus 로고
    • note
    • For a detailed discussion of this structural dissymmetry, and its dynamics in solution, see ref. [18].
  • 49
    • 0032573081 scopus 로고    scopus 로고
    • The two strands of each duplex are crystallographically inequivalent. Thus, this structure represents an example of the co-crystallization of two different conformers of the same compound as seen in Gramicidin crystals and in steroids. See: a) B. M. Burkhart, N. Li, D. A. Langs, W. A. Pangborn, W. L. Duax, Proc. Natl. Acad. Sci. USA 1998, 95, 12 950;
    • (1998) Proc. Natl. Acad. Sci. USA , vol.95 , pp. 12950
    • Burkhart, B.M.1    Li, N.2    Langs, D.A.3    Pangborn, W.A.4    Duax, W.L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.