Copper coordination to the aldehyde and hemiacetal form of 4-bromo-2-[(2-diethylaminoethyl)ethylaminomethyl]-6-formylphenol: Synthesis and structure of [Cu(H2L)2(X)2] X2 · nH2O (X = NO3-, CIO4-) and [Cu(L′)]2 · 2CH3OH

Andrea Erxleben

doi:10.1016/j.ica.2008.02.016

Copper coordination to the aldehyde and hemiacetal form of 4-bromo-2-[(2-diethylaminoethyl)ethylaminomethyl]-6-formylphenol: Synthesis and structure of [Cu(H₂L)₂(X)₂] X₂ · nH₂O (X = NO₃^-, CIO₄^-) and [Cu(L′)]₂ · 2CH₃OH

Andrea Erxleben

Cellular & Molecular Medicine

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

6 Citations (Scopus)

Abstract

The coordination behaviour of Cu²⁺ towards 4-bromo-2-[(2-diethylaminoethyl)ethyl-aminomethyl]-6-formylphenol (HL) having phenolate, amine and aldehyde donor sites has been studied. In aqueous, weakly acidic solution Cu²⁺ coordinates to the phenolate and aldehyde oxygen giving rise to the complexes [Cu(H₂L)₂X₂]X₂ (X = NO₃^- (1a) and CIO₄^- (1b)), while in alkaline solution a complex of composition [CuL₂] (2) is formed. In methanol, the aldehyde groups in 1 and 2 suffer nucleophilic attack from the solvent resulting in the formation of the hemiacetal form of the ligand and in the isolation of [Cu(L′)]₂ · 2CH₃OH (3). X-ray structures of 1a, 1b and 3 are reported, the latter featuring a rare example of a coordinated methyl-hemiacetal.

Original language	English
Pages (from-to)	839-844
Number of pages	6
Journal	Inorganica Chimica Acta
Volume	362
Issue number	3
DOIs	https://doi.org/10.1016/j.ica.2008.02.016
Publication status	Published - 20 Feb 2009

Keywords

Copper
Crystal structures
Hemiacetals
N ligands
O ligands

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title = "Copper coordination to the aldehyde and hemiacetal form of 4-bromo-2-[(2-diethylaminoethyl)ethylaminomethyl]-6-formylphenol: Synthesis and structure of [Cu(H2L)2(X)2] X2 · nH2O (X = NO3-, CIO4-) and [Cu(L′)]2 · 2CH3OH",

abstract = "The coordination behaviour of Cu2+ towards 4-bromo-2-[(2-diethylaminoethyl)ethyl-aminomethyl]-6-formylphenol (HL) having phenolate, amine and aldehyde donor sites has been studied. In aqueous, weakly acidic solution Cu2+ coordinates to the phenolate and aldehyde oxygen giving rise to the complexes [Cu(H2L)2X2]X2 (X = NO3- (1a) and CIO4- (1b)), while in alkaline solution a complex of composition [CuL2] (2) is formed. In methanol, the aldehyde groups in 1 and 2 suffer nucleophilic attack from the solvent resulting in the formation of the hemiacetal form of the ligand and in the isolation of [Cu(L′)]2 · 2CH3OH (3). X-ray structures of 1a, 1b and 3 are reported, the latter featuring a rare example of a coordinated methyl-hemiacetal.",

keywords = "Copper, Crystal structures, Hemiacetals, N ligands, O ligands",

author = "Andrea Erxleben",

year = "2009",

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doi = "10.1016/j.ica.2008.02.016",

language = "English",

volume = "362",

pages = "839--844",

journal = "Inorganica Chimica Acta",

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}

Copper coordination to the aldehyde and hemiacetal form of 4-bromo-2-[(2-diethylaminoethyl)ethylaminomethyl]-6-formylphenol: Synthesis and structure of [Cu(H₂L)₂(X)₂] X₂ · nH₂O (X = NO₃^-, CIO₄^-) and [Cu(L′)]₂ · 2CH₃OH. / Erxleben, Andrea.
In: Inorganica Chimica Acta, Vol. 362, No. 3, 20.02.2009, p. 839-844.

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

TY - JOUR

T1 - Copper coordination to the aldehyde and hemiacetal form of 4-bromo-2-[(2-diethylaminoethyl)ethylaminomethyl]-6-formylphenol

T2 - Synthesis and structure of [Cu(H2L)2(X)2] X2 · nH2O (X = NO3-, CIO4-) and [Cu(L′)]2 · 2CH3OH

AU - Erxleben, Andrea

PY - 2009/2/20

Y1 - 2009/2/20

N2 - The coordination behaviour of Cu2+ towards 4-bromo-2-[(2-diethylaminoethyl)ethyl-aminomethyl]-6-formylphenol (HL) having phenolate, amine and aldehyde donor sites has been studied. In aqueous, weakly acidic solution Cu2+ coordinates to the phenolate and aldehyde oxygen giving rise to the complexes [Cu(H2L)2X2]X2 (X = NO3- (1a) and CIO4- (1b)), while in alkaline solution a complex of composition [CuL2] (2) is formed. In methanol, the aldehyde groups in 1 and 2 suffer nucleophilic attack from the solvent resulting in the formation of the hemiacetal form of the ligand and in the isolation of [Cu(L′)]2 · 2CH3OH (3). X-ray structures of 1a, 1b and 3 are reported, the latter featuring a rare example of a coordinated methyl-hemiacetal.

AB - The coordination behaviour of Cu2+ towards 4-bromo-2-[(2-diethylaminoethyl)ethyl-aminomethyl]-6-formylphenol (HL) having phenolate, amine and aldehyde donor sites has been studied. In aqueous, weakly acidic solution Cu2+ coordinates to the phenolate and aldehyde oxygen giving rise to the complexes [Cu(H2L)2X2]X2 (X = NO3- (1a) and CIO4- (1b)), while in alkaline solution a complex of composition [CuL2] (2) is formed. In methanol, the aldehyde groups in 1 and 2 suffer nucleophilic attack from the solvent resulting in the formation of the hemiacetal form of the ligand and in the isolation of [Cu(L′)]2 · 2CH3OH (3). X-ray structures of 1a, 1b and 3 are reported, the latter featuring a rare example of a coordinated methyl-hemiacetal.

KW - Copper

KW - Crystal structures

KW - Hemiacetals

KW - N ligands

KW - O ligands

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DO - 10.1016/j.ica.2008.02.016

M3 - Article

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JF - Inorganica Chimica Acta

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