Liquid-Liquid Phase Transfer of Uronium Salts via Complexation by (Di)benzo Crown Ethers. X-Ray Structure of the Benzo-27-crown-9 Uronium Perchlorate (1:1) Complex

Veronika M L J Aarts; Jan Geevers; David N. Reinhoudt; Wim Lengton; Martinus Bos; Jos W H M Uiterwijk; Sybolt Harkema

doi:10.1016/S0040-4020(01)89995-6

Liquid-Liquid Phase Transfer of Uronium Salts via Complexation by (Di)benzo Crown Ethers. X-Ray Structure of the Benzo-27-crown-9 Uronium Perchlorate (1:1) Complex

Veronika M L J Aarts, Jan Geevers, David N. Reinhoudt, Wim Lengton, Martinus Bos, Jos W H M Uiterwijk, Sybolt Harkema

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

Abstract

The complexation of uronium perchlorate with crown ethers of different ringsizes (18-33 ring atoms) has been studied by using two-phase extraction experiments. Crown ethers with 27 or more ring atoms are the best hosts to transfer uronium salts from an aqueous phase to an organic phase. The amount of uronium perchlorate transferred was measured by coulometric titration of the stoichiometric amount of ammonia produced by enzymatic degradation of urea. The crystal and molecular structure of the 1:1 complex of uronium perchlorate with benzo-27-crown-9 has been determined by X-ray crystallography. The uronium cation is encapsulated in the crown ether cavity with all its hydrogen atoms bonded to the macrocyclic host. A 1:1 complex of uronium picrate with benzo-21-crown-7 was isolated and is assumed to be a perching complex. ?? 1987.

Original language	English
Pages (from-to)	617-624
Number of pages	8
Journal	Tetrahedron
Volume	43
Issue number	3
DOIs	https://doi.org/10.1016/S0040-4020(01)89995-6
Publication status	Published - 1987
Externally published	Yes

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@article{8061fff6605049c489552ae04d3f2c3b,

title = "Liquid-Liquid Phase Transfer of Uronium Salts via Complexation by (Di)benzo Crown Ethers. X-Ray Structure of the Benzo-27-crown-9 Uronium Perchlorate (1:1) Complex",

abstract = "The complexation of uronium perchlorate with crown ethers of different ringsizes (18-33 ring atoms) has been studied by using two-phase extraction experiments. Crown ethers with 27 or more ring atoms are the best hosts to transfer uronium salts from an aqueous phase to an organic phase. The amount of uronium perchlorate transferred was measured by coulometric titration of the stoichiometric amount of ammonia produced by enzymatic degradation of urea. The crystal and molecular structure of the 1:1 complex of uronium perchlorate with benzo-27-crown-9 has been determined by X-ray crystallography. The uronium cation is encapsulated in the crown ether cavity with all its hydrogen atoms bonded to the macrocyclic host. A 1:1 complex of uronium picrate with benzo-21-crown-7 was isolated and is assumed to be a perching complex. ?? 1987.",

author = "Aarts, {Veronika M L J} and Jan Geevers and Reinhoudt, {David N.} and Wim Lengton and Martinus Bos and Uiterwijk, {Jos W H M} and Sybolt Harkema",

year = "1987",

doi = "10.1016/S0040-4020(01)89995-6",

language = "English",

volume = "43",

pages = "617--624",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Science",

number = "3",

}

TY - JOUR

T1 - Liquid-Liquid Phase Transfer of Uronium Salts via Complexation by (Di)benzo Crown Ethers. X-Ray Structure of the Benzo-27-crown-9 Uronium Perchlorate (1:1) Complex

AU - Aarts, Veronika M L J

AU - Geevers, Jan

AU - Reinhoudt, David N.

AU - Lengton, Wim

AU - Bos, Martinus

AU - Uiterwijk, Jos W H M

AU - Harkema, Sybolt

PY - 1987

Y1 - 1987

N2 - The complexation of uronium perchlorate with crown ethers of different ringsizes (18-33 ring atoms) has been studied by using two-phase extraction experiments. Crown ethers with 27 or more ring atoms are the best hosts to transfer uronium salts from an aqueous phase to an organic phase. The amount of uronium perchlorate transferred was measured by coulometric titration of the stoichiometric amount of ammonia produced by enzymatic degradation of urea. The crystal and molecular structure of the 1:1 complex of uronium perchlorate with benzo-27-crown-9 has been determined by X-ray crystallography. The uronium cation is encapsulated in the crown ether cavity with all its hydrogen atoms bonded to the macrocyclic host. A 1:1 complex of uronium picrate with benzo-21-crown-7 was isolated and is assumed to be a perching complex. ?? 1987.

AB - The complexation of uronium perchlorate with crown ethers of different ringsizes (18-33 ring atoms) has been studied by using two-phase extraction experiments. Crown ethers with 27 or more ring atoms are the best hosts to transfer uronium salts from an aqueous phase to an organic phase. The amount of uronium perchlorate transferred was measured by coulometric titration of the stoichiometric amount of ammonia produced by enzymatic degradation of urea. The crystal and molecular structure of the 1:1 complex of uronium perchlorate with benzo-27-crown-9 has been determined by X-ray crystallography. The uronium cation is encapsulated in the crown ether cavity with all its hydrogen atoms bonded to the macrocyclic host. A 1:1 complex of uronium picrate with benzo-21-crown-7 was isolated and is assumed to be a perching complex. ?? 1987.

U2 - 10.1016/S0040-4020(01)89995-6

DO - 10.1016/S0040-4020(01)89995-6

M3 - Article

SN - 0040-4020

VL - 43

SP - 617

EP - 624

JO - Tetrahedron

JF - Tetrahedron

IS - 3

ER -