Lipophilic Ditopic Guanidinium Receptors: Selective Extractants for Tetrahedral Oxoanions

Holger Stephan; Karsten Gloe; Petra Schiessl; Franz P. Schmidtchen

doi:10.1080/10610279508233954

Lipophilic Ditopic Guanidinium Receptors: Selective Extractants for Tetrahedral Oxoanions

Holger Stephan
, Karsten Gloe
, Petra Schiessl
, Franz P. Schmidtchen

Natural Sciences

Technische Universität Dresden
Technical University of Munich

Research output: Contribution to journal › Article › peer-review

42 Scopus citations

Abstract

Ditopic open-chain guanidinium receptors have been developed especially for a selective extraction of tetrahedral oxoanions. The anion extraction behaviour of these host compounds has been studied in the system sodium salt-H₂0-buffer/host-CHCl₃. Lipophilic bis-guanidines are capable of extraction of even strongly hydrated anions as hydrogen phosphate, sulfate and nucleotides over a wide pH range. A remarkable selectivity of sulfate over hydrogen phosphate was obtained using receptors 2, 5 and 7. The ditopic host 2 shows a pronounced preference for ATP versus ADP and AMP. The 1:1 complex formation observed in the organic phase points to a well-organized complex structure for the oxoanions investigated and ditopic hosts.

Original language	English
Pages (from-to)	273-280
Number of pages	8
Journal	Supramolecular Chemistry
Volume	5
Issue number	4
DOIs	https://doi.org/10.1080/10610279508233954
State	Published - 1 Sep 1995

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title = "Lipophilic Ditopic Guanidinium Receptors: Selective Extractants for Tetrahedral Oxoanions",

abstract = "Ditopic open-chain guanidinium receptors have been developed especially for a selective extraction of tetrahedral oxoanions. The anion extraction behaviour of these host compounds has been studied in the system sodium salt-H20-buffer/host-CHCl3. Lipophilic bis-guanidines are capable of extraction of even strongly hydrated anions as hydrogen phosphate, sulfate and nucleotides over a wide pH range. A remarkable selectivity of sulfate over hydrogen phosphate was obtained using receptors 2, 5 and 7. The ditopic host 2 shows a pronounced preference for ATP versus ADP and AMP. The 1:1 complex formation observed in the organic phase points to a well-organized complex structure for the oxoanions investigated and ditopic hosts.",

author = "Holger Stephan and Karsten Gloe and Petra Schiessl and Schmidtchen, \{Franz P.\}",

note = "Funding Information: experimental assistance, Dr. H. Bukowsky (Universitat Potsdam) for ICP measurements. This work has been supported by the Bundesminister fur Forschung und Technologie (Projekt Nr. NT 20574), and Fonds der Chemischen Industrie.",

year = "1995",

month = sep,

day = "1",

doi = "10.1080/10610279508233954",

language = "English",

volume = "5",

pages = "273--280",

journal = "Supramolecular Chemistry",

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}

TY - JOUR

T1 - Lipophilic Ditopic Guanidinium Receptors

T2 - Selective Extractants for Tetrahedral Oxoanions

AU - Stephan, Holger

AU - Gloe, Karsten

AU - Schiessl, Petra

AU - Schmidtchen, Franz P.

N1 - Funding Information: experimental assistance, Dr. H. Bukowsky (Universitat Potsdam) for ICP measurements. This work has been supported by the Bundesminister fur Forschung und Technologie (Projekt Nr. NT 20574), and Fonds der Chemischen Industrie.

PY - 1995/9/1

Y1 - 1995/9/1

N2 - Ditopic open-chain guanidinium receptors have been developed especially for a selective extraction of tetrahedral oxoanions. The anion extraction behaviour of these host compounds has been studied in the system sodium salt-H20-buffer/host-CHCl3. Lipophilic bis-guanidines are capable of extraction of even strongly hydrated anions as hydrogen phosphate, sulfate and nucleotides over a wide pH range. A remarkable selectivity of sulfate over hydrogen phosphate was obtained using receptors 2, 5 and 7. The ditopic host 2 shows a pronounced preference for ATP versus ADP and AMP. The 1:1 complex formation observed in the organic phase points to a well-organized complex structure for the oxoanions investigated and ditopic hosts.

AB - Ditopic open-chain guanidinium receptors have been developed especially for a selective extraction of tetrahedral oxoanions. The anion extraction behaviour of these host compounds has been studied in the system sodium salt-H20-buffer/host-CHCl3. Lipophilic bis-guanidines are capable of extraction of even strongly hydrated anions as hydrogen phosphate, sulfate and nucleotides over a wide pH range. A remarkable selectivity of sulfate over hydrogen phosphate was obtained using receptors 2, 5 and 7. The ditopic host 2 shows a pronounced preference for ATP versus ADP and AMP. The 1:1 complex formation observed in the organic phase points to a well-organized complex structure for the oxoanions investigated and ditopic hosts.

UR - https://www.scopus.com/pages/publications/0001144952

U2 - 10.1080/10610279508233954

DO - 10.1080/10610279508233954

M3 - Article

AN - SCOPUS:0001144952

SN - 1061-0278

VL - 5

SP - 273

EP - 280

JO - Supramolecular Chemistry

JF - Supramolecular Chemistry

IS - 4

ER -

Lipophilic Ditopic Guanidinium Receptors: Selective Extractants for Tetrahedral Oxoanions

Abstract

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