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Volumn , Issue 10, 1997, Pages 2019-2030

Special calixarenes by directed syntheses

Author keywords

Calixarenes; Fragment condensation; Macrocycles; Stepwise strategies; X ray analysis

Indexed keywords


EID: 33748822682     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719971004     Document Type: Short Survey
Times cited : (55)

References (96)
  • 1
    • 0004146786 scopus 로고
    • The Royal Society of Chemistry, Cambridge, England
    • For a fascinating review on the development of calixarene chemistry see: C. D. Gutsche, Calixarenes, The Royal Society of Chemistry, Cambridge, England 1989.
    • (1989) Calixarenes
    • Gutsche, C.D.1
  • 2
    • 0000948055 scopus 로고
    • For a more recent review see: V. Böhmer, Angew. Chem. 1995, 107, 785-818;
    • (1995) Angew. Chem. , vol.107 , pp. 785-818
    • Böhmer, V.1
  • 5
    • 0000346504 scopus 로고
    • Phenol - Formaldehyde Polymers
    • Pergamon Press
    • Condensation of hydroxymethylated phenols may lead to dibenzyl ether structures (by elimination of water) which can be further converted into methylene bridges (by elimination of formaldehyde). This formally corresponds to electrophilic ipso substitution (compare with A. Knop, V. Böhmer, L. A. Pilato, Phenol - Formaldehyde Polymers, in Comprehensive Polymer Science, Vol. 5, Pergamon Press, 1989).
    • (1989) Comprehensive Polymer Science , vol.5
    • Knop, A.1    Böhmer, V.2    Pilato, L.A.3
  • 18
    • 33748811497 scopus 로고    scopus 로고
    • unpublished
    • During the attempted synthesis of alkanediyl bridged calix[5]arenes, for instance, calix[8]arenes were isolated as a side-product or even as the only defined product (C. Grüttner, V. Böhmer, unpublished).
    • Grüttner, C.1    Böhmer, V.2
  • 19
    • 33748815040 scopus 로고    scopus 로고
    • note
    • [70].
  • 28
    • 33748824380 scopus 로고    scopus 로고
    • note
    • Compounds with two adjacent CHR bridges are available analogously by (3 + 1) fragment condensation; unpublished results.
  • 32
    • 33748814134 scopus 로고    scopus 로고
    • private communication
    • Molecular mechanics calculations suggest, however, that the molecules do not assume the cone conformation which has a much higher energy than a distorted partial cone conformation with a helical arrangement of the intramolecular hydrogen bonds. (I. Thondorf, private communication).
    • Thondorf, I.1
  • 40
    • 0000301747 scopus 로고
    • 3, however, gave the same achiral calix[4]arene as was obtained from 2,4-dimethyl-6-hydroxybenzyl alcohol: E. Dahan, S. E. Biali, J. Org. Chem. 1991, 56, 7269-7274.
    • (1991) J. Org. Chem. , vol.56 , pp. 7269-7274
    • Dahan, E.1    Biali, S.E.2
  • 42
    • 33748821621 scopus 로고    scopus 로고
    • note
    • For example: for an asymmetric calix[4]arene, there are four possible regioisomeric mono-O-alkyl derivatives, and for the partial cone conformation, four diastereomeric tetraderivatives are possible.
  • 44
    • 33748818719 scopus 로고    scopus 로고
    • note
    • The presence of remaining phenolic OH groups seems to be important for the effective interaction with the stationary phase.
  • 49
    • 33748810678 scopus 로고    scopus 로고
    • note
    • 4/dioxane method was initially developed for the synthesis of these bridged calix[4]arenes.
  • 54
    • 33748817947 scopus 로고    scopus 로고
    • private communication
    • Even with a single methylene group as the bridge a (necessarily totally distorted) cone conformation is found in the crystalline state (D. N. Reinhoudt et al., private communication).
    • Reinhoudt, D.N.1
  • 69
    • 33748827270 scopus 로고    scopus 로고
    • note
    • 2 group is impossible in the tetraanion of 19a which is formed most probably under alkaline conditions by deprotonation of the OH-groups.
  • 84
    • 33748818980 scopus 로고    scopus 로고
    • note
    • 4.
  • 91
    • 33748834566 scopus 로고
    • J. Incl. Phenom. 1994, 19, 55-66.
    • (1994) J. Incl. Phenom. , vol.19 , pp. 55-66
  • 94
    • 33748821431 scopus 로고    scopus 로고
    • note
    • [83].
  • 96
    • 33748845502 scopus 로고    scopus 로고
    • note
    • [86].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.