메뉴 건너뛰기




Volumn 44, Issue 20, 2005, Pages 3050-3055

Donor-acceptor pretzelanes and a cyclic bis[2]catenane homologue

Author keywords

Catenanes; Molecular devices; Pretzelanes; Self assembly; Template synthesis

Indexed keywords

AROMATIC COMPOUNDS; ETHERS; MOLECULAR STRUCTURE; SWITCHES;

EID: 18844385484     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200500041     Document Type: Article
Times cited : (58)

References (59)
  • 9
    • 0034596923 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3348-3391;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3348-3391
  • 13
    • 10944247835 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 6486-6491;
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 6486-6491
  • 40
    • 0032543069 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1998, 37, 1294-1297.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1294-1297
  • 41
    • 18844385462 scopus 로고    scopus 로고
    • For a discussion of the chirality and the assignment of absolute chiralities to helices and planes, see the Supporting Information
    • For a discussion of the chirality and the assignment of absolute chiralities to helices and planes, see the Supporting Information.
  • 42
    • 18844380690 scopus 로고    scopus 로고
    • CCDC-258912 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 43
    • 18844418963 scopus 로고    scopus 로고
    • note
    • 2 = 0.11/0.26 (all data).
  • 45
    • 18844418467 scopus 로고    scopus 로고
    • note
    • 6 using 2D ROESY is described in the Supporting Information. Also, the fact that the H-4 and H-8 protons on the dioxynaphthalene unit resonate at very high field (δ = 2.25 and 2.28 ppm) indicates that this ring system is located inside the cavity of the tetracationic cyclophane.
  • 47
    • 18844416853 scopus 로고    scopus 로고
    • note
    • 3 solution.
  • 50
    • 18844398076 scopus 로고    scopus 로고
    • note
    • b is the Boltzmann constant.
  • 51
    • 18844413778 scopus 로고    scopus 로고
    • note
    • - ions.
  • 52
    • 18844370106 scopus 로고    scopus 로고
    • note
    • 6 are described in the Supporting Information.
  • 53
    • 0027172787 scopus 로고
    • A comparison of the outcomes summarized in Schemes 1 and 2 indicated that the length of the tether between the crown ether and the tetracationic cyclophane is a key parameter in determining the results of the template-directed cyclization. The longer and more flexible linker (Scheme 1) favors pretzelane formation. Higher homologues are not observed, thus reflecting the well-established fact that the entropic cost associated with generating polymeric assemblies as a result of the kinetically controlled supramolecular assistance to covalent synthesis is simply too high: small cycles are much preferred over large ones and their acyclic counterparts; see: a) R. Kramer, J.-M. Lehn, A. Marquis-Rigault, Proc. Natl. Acad. Sci. USA 1993, 90, 5394-5398;
    • (1993) Proc. Natl. Acad. Sci. USA , vol.90 , pp. 5394-5398
    • Kramer, R.1    Lehn, J.-M.2    Marquis-Rigault, A.3
  • 59
    • 18844438875 scopus 로고    scopus 로고
    • note
    • The syntheses of 5 and 9 are described in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.