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Volumn 12, Issue 24, 2006, Pages 6393-6402

Efficient synthesis of calix[6]tmpa: A new calix[6]azacryptand with unique conformational and host-guest properties

Author keywords

Calixarenes; Cryptands; Host guest systems; Supramolecular chemistry

Indexed keywords

ALCOHOLS; MOLECULAR STRUCTURE; NITROGEN COMPOUNDS; NUCLEAR MAGNETIC RESONANCE; PROTONS; REACTION KINETICS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION ANALYSIS;

EID: 33748329750     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600278     Document Type: Article
Times cited : (83)

References (52)
  • 2
    • 0004266535 scopus 로고    scopus 로고
    • (Eds.: L. Mandolini, R. Ungaro), Imperial College Press, London
    • b) Calixarenes in Action (Eds.: L. Mandolini, R. Ungaro), Imperial College Press, London, 2000;
    • (2000) Calixarenes in Action
  • 25
    • 85083147001 scopus 로고    scopus 로고
    • note
    • We first prepared 6 according to this previously reported synthesis. However, the obtained low overall yield (< 20%, 22% in the literature) as well as long time and hazardous procedures led us to develop a new synthetic strategy.
  • 27
    • 85083152447 scopus 로고    scopus 로고
    • note
    • It is noteworthy that 7 decomposed within a few days at room temperature and thus should be kept at low temperature.
  • 30
    • 85083146092 scopus 로고    scopus 로고
    • note
    • The carbon resonances of the included EtOH molecule were also determined and attributed thanks to an HMBC spectrum (see the Experimental Section and the Supporting Information: Figure S26).
  • 31
    • 85083140734 scopus 로고    scopus 로고
    • note
    • +.
  • 32
    • 85083147857 scopus 로고    scopus 로고
    • note
    • The relative proportion of this minor dissymmetrical species did not change upon the addition of a large excess of EtOH.
  • 34
    • 85083142997 scopus 로고    scopus 로고
    • note
    • +) being observed.
  • 35
    • 85083120734 scopus 로고    scopus 로고
    • note
    • -: Figure S22).
  • 36
    • 1642458294 scopus 로고    scopus 로고
    • For a simple tmpa ligand, three successive protonation constants have been reported: K = 2.7, 4.5 and 6.3. Hence, if the calix-tmpa ligand were to present the same basic properties, it should easily undergo polyprotonation in a strong acidic medium. See: J. C. Mareque-Rivas, R. Prabaharan, R. Torres Martin de Rosales, Chem. Commun. 2004, 76-77.
    • (2004) Chem. Commun. , pp. 76-77
    • Mareque-Rivas, J.C.1    Prabaharan, R.2    De Rosales, R.T.M.3
  • 37
    • 85083142175 scopus 로고    scopus 로고
    • note
    • The proportion of this minor dissymmetrical species did not increase upon the addition of a large excess of PicH.
  • 51
    • 0031059866 scopus 로고    scopus 로고
    • Processing of X-ray diffraction data collected in oscillation mode
    • Z. Otwinowski, W. Minor, Processing of X-Ray Diffraction Data Collected in Oscillation Mode, Methods in Enzymology 1997, 276, 307-325.
    • (1997) Methods in Enzymology , vol.276 , pp. 307-325
    • Otwinowski, Z.1    Minor, W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.