Synthesis of neutral, water-soluble calix[4]arenes

Marcel H.B. Grote Gansey; Frank J. Steemers; Willem Verboom; David N. Reinhoudt

doi:10.1055/s-1997-4506

Synthesis of neutral, water-soluble calix[4]arenes

Marcel H.B. Grote Gansey
, Frank J. Steemers
, Willem Verboom
, David N. Reinhoudt

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Abstract

Novel neutral water-soluble calix[4]arenes were synthesized via chlorosulfonylation of lower rim functionalized calix[4]arenes followed by reaction with hydroxyl group containing amines. The solubility of these calix[4]arenes sulfonamides in water varies from ∼ 10-5 to 3.1⋅10-1 M. A route via hydrophobically protected amines improves the purification.

Original language	English
Pages (from-to)	643-648
Journal	Synthesis
Volume	1997
Issue number	6
DOIs	https://doi.org/10.1055/s-1997-4506
Publication status	Published - 1997

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title = "Synthesis of neutral, water-soluble calix[4]arenes",

abstract = "Novel neutral water-soluble calix[4]arenes were synthesized via chlorosulfonylation of lower rim functionalized calix[4]arenes followed by reaction with hydroxyl group containing amines. The solubility of these calix[4]arenes sulfonamides in water varies from ∼ 10-5 to 3.1⋅10-1 M. A route via hydrophobically protected amines improves the purification.",

author = "\{Grote Gansey\}, \{Marcel H.B.\} and Steemers, \{Frank J.\} and Willem Verboom and Reinhoudt, \{David N.\}",

year = "1997",

doi = "10.1055/s-1997-4506",

language = "English",

volume = "1997",

pages = "643--648",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

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TY - JOUR

T1 - Synthesis of neutral, water-soluble calix[4]arenes

AU - Grote Gansey, Marcel H.B.

AU - Steemers, Frank J.

AU - Verboom, Willem

AU - Reinhoudt, David N.

PY - 1997

Y1 - 1997

N2 - Novel neutral water-soluble calix[4]arenes were synthesized via chlorosulfonylation of lower rim functionalized calix[4]arenes followed by reaction with hydroxyl group containing amines. The solubility of these calix[4]arenes sulfonamides in water varies from ∼ 10-5 to 3.1⋅10-1 M. A route via hydrophobically protected amines improves the purification.

AB - Novel neutral water-soluble calix[4]arenes were synthesized via chlorosulfonylation of lower rim functionalized calix[4]arenes followed by reaction with hydroxyl group containing amines. The solubility of these calix[4]arenes sulfonamides in water varies from ∼ 10-5 to 3.1⋅10-1 M. A route via hydrophobically protected amines improves the purification.

U2 - 10.1055/s-1997-4506

DO - 10.1055/s-1997-4506

M3 - Article

SN - 0039-7881

VL - 1997

SP - 643

EP - 648

JO - Synthesis

JF - Synthesis

IS - 6

ER -

Synthesis of neutral, water-soluble calix[4]arenes

Abstract

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