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Coordination polymers of 2,5-dihydroxybenzoquinone and chloranilic acid with the (10,3)- A topology

Coordination polymers of 2,5-dihydroxybenzoquinone and chloranilic acid with the (10,3)- A topology
Coordination polymers of 2,5-dihydroxybenzoquinone and chloranilic acid with the (10,3)- A topology

Crystalline compounds of general composition (NBu4) 2[MII2(dhbq)3] (where M = Mn, Fe, Co, Ni, Zn, and Cd and dhbq2- is the dianion of 2,5- dihydroxybenzoquinone) are obtained by reaction of the divalent metal acetate (or the sulfate in the case of Fe) with 2,5-diaminobenzoquinone and an excess of NBu4Br in aqueous solution at 115 °C in sealed tubes. The dhbq2- ligand is generated in situ by hydrolysis of the 2,5-diaminobenzoquinone. We have been unable to obtain these compounds in a crystalline form suitable for single crystal X-ray diffraction studies directly from H2dhbq itself. A structural feature common to this series is the presence of two interpenetrating [MII2(dhbq) 3]2- coordination networks, each with the chiral (10,3)-a topology, with the two independent nets being of opposite hand - unprecedented circumstances for dhbq-based coordination polymers. Crystals of the same zinc compound as that obtained above from 2,5-diaminobenzoquinone can alternatively be obtained by in situ aerial oxidation of 1,2,4,5-tetrahydroxybenzene in the presence of Zn(OAc)2 and NBu4Br in aqueous methanol at room temperature. Analogous in situ aerial oxidation of 1,2,4,5-tetrahydroxy-3, 6-dichlorobenzene in the presence of Mn(OAc)2 and NBu4Br affords crystalline samples of the chloranilate (NBu4) 2[MnII2(can)3], which contains two interpenetrating (10,3)-a [MnII2(can)3] 2- networks of opposite hand.

1528-7483
2717-2720
Abrahams, Brendan F.
9d8972b1-63c7-4ee8-b5b6-5ccfbcf3f798
Hudson, Timothy A.
69f051ea-681a-4d09-80a9-caf625a78488
McCormick, Laura J.
f1c2f8cd-adcc-4bbf-9289-0b33a006d2bb
Robson, Richard
2c74c03e-58f1-4fc3-9b11-ff00e28d09c8
Abrahams, Brendan F.
9d8972b1-63c7-4ee8-b5b6-5ccfbcf3f798
Hudson, Timothy A.
69f051ea-681a-4d09-80a9-caf625a78488
McCormick, Laura J.
f1c2f8cd-adcc-4bbf-9289-0b33a006d2bb
Robson, Richard
2c74c03e-58f1-4fc3-9b11-ff00e28d09c8

Abrahams, Brendan F., Hudson, Timothy A., McCormick, Laura J. and Robson, Richard (2011) Coordination polymers of 2,5-dihydroxybenzoquinone and chloranilic acid with the (10,3)- A topology. Crystal Growth and Design, 11 (7), 2717-2720. (doi:10.1021/cg2005908).

Record type: Article

Abstract

Crystalline compounds of general composition (NBu4) 2[MII2(dhbq)3] (where M = Mn, Fe, Co, Ni, Zn, and Cd and dhbq2- is the dianion of 2,5- dihydroxybenzoquinone) are obtained by reaction of the divalent metal acetate (or the sulfate in the case of Fe) with 2,5-diaminobenzoquinone and an excess of NBu4Br in aqueous solution at 115 °C in sealed tubes. The dhbq2- ligand is generated in situ by hydrolysis of the 2,5-diaminobenzoquinone. We have been unable to obtain these compounds in a crystalline form suitable for single crystal X-ray diffraction studies directly from H2dhbq itself. A structural feature common to this series is the presence of two interpenetrating [MII2(dhbq) 3]2- coordination networks, each with the chiral (10,3)-a topology, with the two independent nets being of opposite hand - unprecedented circumstances for dhbq-based coordination polymers. Crystals of the same zinc compound as that obtained above from 2,5-diaminobenzoquinone can alternatively be obtained by in situ aerial oxidation of 1,2,4,5-tetrahydroxybenzene in the presence of Zn(OAc)2 and NBu4Br in aqueous methanol at room temperature. Analogous in situ aerial oxidation of 1,2,4,5-tetrahydroxy-3, 6-dichlorobenzene in the presence of Mn(OAc)2 and NBu4Br affords crystalline samples of the chloranilate (NBu4) 2[MnII2(can)3], which contains two interpenetrating (10,3)-a [MnII2(can)3] 2- networks of opposite hand.

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More information

e-pub ahead of print date: 16 June 2011
Published date: 6 July 2011

Identifiers

Local EPrints ID: 437884
URI: http://eprints.soton.ac.uk/id/eprint/437884
ISSN: 1528-7483
PURE UUID: 1d2f1f86-ad8e-443f-ab0e-e0925a9e6d60
ORCID for Laura J. McCormick: ORCID iD orcid.org/0000-0002-6634-4717

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Date deposited: 21 Feb 2020 17:31
Last modified: 07 Oct 2020 02:27

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Contributors

Author: Brendan F. Abrahams
Author: Timothy A. Hudson
Author: Richard Robson

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