Head-to-head linked double calix[4]arenes: convenient synthesis and complexation properties

O. Struck, Oliver Struck, L.A.J. Chrisstoffels, R.J.W. Lugtenberg, Willem Verboom, G.J. van Hummel, Sybolt Harkema, David Reinhoudt

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Abstract

Combination of calix[4]arenes functionalized at the upper rim at the 5- and 17-positions with amino and formyl groups, respectively, gives a new series of "head-to-head" linked double calix[4]arenes in nearly quantitative yield. The X-ray structure of a modified double calix[4]arene is reported. The novel, highly preorganized receptor molecules complex silver(I) ions (Kass = 9.5 × 105 M-1 in CDCl3); the selectivity of complexation was studied by supported liquid membrane transport experiments and chemically modified field effect transistor measurements.
Original languageUndefined
Pages (from-to)2487-2493
JournalJournal of organic chemistry
Volume62
Issue number62
DOIs
Publication statusPublished - 1997

Keywords

  • METIS-105917
  • IR-10946

Cite this

Struck, O. ; Struck, Oliver ; Chrisstoffels, L.A.J. ; Lugtenberg, R.J.W. ; Verboom, Willem ; van Hummel, G.J. ; Harkema, Sybolt ; Reinhoudt, David. / Head-to-head linked double calix[4]arenes: convenient synthesis and complexation properties. In: Journal of organic chemistry. 1997 ; Vol. 62, No. 62. pp. 2487-2493.
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abstract = "Combination of calix[4]arenes functionalized at the upper rim at the 5- and 17-positions with amino and formyl groups, respectively, gives a new series of {"}head-to-head{"} linked double calix[4]arenes in nearly quantitative yield. The X-ray structure of a modified double calix[4]arene is reported. The novel, highly preorganized receptor molecules complex silver(I) ions (Kass = 9.5 × 105 M-1 in CDCl3); the selectivity of complexation was studied by supported liquid membrane transport experiments and chemically modified field effect transistor measurements.",
keywords = "METIS-105917, IR-10946",
author = "O. Struck and Oliver Struck and L.A.J. Chrisstoffels and R.J.W. Lugtenberg and Willem Verboom and {van Hummel}, G.J. and Sybolt Harkema and David Reinhoudt",
year = "1997",
doi = "10.1021/jo962138z",
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volume = "62",
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journal = "Journal of organic chemistry",
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Struck, O, Struck, O, Chrisstoffels, LAJ, Lugtenberg, RJW, Verboom, W, van Hummel, GJ, Harkema, S & Reinhoudt, D 1997, 'Head-to-head linked double calix[4]arenes: convenient synthesis and complexation properties', Journal of organic chemistry, vol. 62, no. 62, pp. 2487-2493. https://doi.org/10.1021/jo962138z

Head-to-head linked double calix[4]arenes: convenient synthesis and complexation properties. / Struck, O.; Struck, Oliver; Chrisstoffels, L.A.J.; Lugtenberg, R.J.W.; Verboom, Willem; van Hummel, G.J.; Harkema, Sybolt; Reinhoudt, David.

In: Journal of organic chemistry, Vol. 62, No. 62, 1997, p. 2487-2493.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Head-to-head linked double calix[4]arenes: convenient synthesis and complexation properties

AU - Struck, O.

AU - Struck, Oliver

AU - Chrisstoffels, L.A.J.

AU - Lugtenberg, R.J.W.

AU - Verboom, Willem

AU - van Hummel, G.J.

AU - Harkema, Sybolt

AU - Reinhoudt, David

PY - 1997

Y1 - 1997

N2 - Combination of calix[4]arenes functionalized at the upper rim at the 5- and 17-positions with amino and formyl groups, respectively, gives a new series of "head-to-head" linked double calix[4]arenes in nearly quantitative yield. The X-ray structure of a modified double calix[4]arene is reported. The novel, highly preorganized receptor molecules complex silver(I) ions (Kass = 9.5 × 105 M-1 in CDCl3); the selectivity of complexation was studied by supported liquid membrane transport experiments and chemically modified field effect transistor measurements.

AB - Combination of calix[4]arenes functionalized at the upper rim at the 5- and 17-positions with amino and formyl groups, respectively, gives a new series of "head-to-head" linked double calix[4]arenes in nearly quantitative yield. The X-ray structure of a modified double calix[4]arene is reported. The novel, highly preorganized receptor molecules complex silver(I) ions (Kass = 9.5 × 105 M-1 in CDCl3); the selectivity of complexation was studied by supported liquid membrane transport experiments and chemically modified field effect transistor measurements.

KW - METIS-105917

KW - IR-10946

U2 - 10.1021/jo962138z

DO - 10.1021/jo962138z

M3 - Article

VL - 62

SP - 2487

EP - 2493

JO - Journal of organic chemistry

JF - Journal of organic chemistry

SN - 0022-3263

IS - 62

ER -