Synthesis and characterization of a tertiary amine:boric acid (1:1) co-crystal and a neutral zwitterionic diamine pentaboron adduct
Synthesis and characterization of a tertiary amine:boric acid (1:1) co-crystal and a neutral zwitterionic diamine pentaboron adduct
The syntheses of the 4,4′-trimethylenebis(N-methylpiperidine):boric acid (1:1) co-crystal, 4,4′-(1-MeNC5H9)2(CH2)3.B(OH)3 (1), and a zwitterionic tetrahydroxidohexaoxidopentaboron adduct, [B5O6(OH)4(κN-NH2CH2CH2NHEt2).H2O (2), (NH2CH2CH2NEt2 = deen) from appropriate combinatorial libraries primed with B(OH)3, are reported together with their spectroscopic (NMR, IR) and single-crystal XRD characterization data. Solid-state H-bond interactions are the likely strong drivers for their formation, and these are described in detail. H-bond networks present in co-crystal 1 include C22(16), R22(8), and R66(36) whilst zwitterionic pentaboron derivative 2 has three R22(8) intermolecular H-bond interactions and the Et2NH- group is involved in a S(7) intramolecular H-bond. Thermal (TGA/DSC) data are also reported for 1 which thermally decomposes to B2O3, in a multistage process: dehydration (60–70 °C) and oxidation and further dehydration (90–700 °C).
Boric acid, Co-crystallization, H-bonding, Oxidoboron, Self-assembly, Templated synthesis, XRD, Zwitterion
Altahan, Mohammed A.
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Beckett, Michael A.
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Coles, Simon J.
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Horton, Peter N.
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Jones, Charlotte L.
d21b38a5-f7df-4ffd-8a7e-de716b1aeaeb
1 September 2022
Altahan, Mohammed A.
a333d79b-2ef3-4c3f-86a2-519740d08a72
Beckett, Michael A.
5b021ef6-fa5c-4f6d-9998-3313558f0dc1
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Jones, Charlotte L.
d21b38a5-f7df-4ffd-8a7e-de716b1aeaeb
Altahan, Mohammed A., Beckett, Michael A., Coles, Simon J., Horton, Peter N. and Jones, Charlotte L.
(2022)
Synthesis and characterization of a tertiary amine:boric acid (1:1) co-crystal and a neutral zwitterionic diamine pentaboron adduct.
Inorganica Chimica Acta, 539, [120998].
(doi:10.1016/j.ica.2022.120998).
Abstract
The syntheses of the 4,4′-trimethylenebis(N-methylpiperidine):boric acid (1:1) co-crystal, 4,4′-(1-MeNC5H9)2(CH2)3.B(OH)3 (1), and a zwitterionic tetrahydroxidohexaoxidopentaboron adduct, [B5O6(OH)4(κN-NH2CH2CH2NHEt2).H2O (2), (NH2CH2CH2NEt2 = deen) from appropriate combinatorial libraries primed with B(OH)3, are reported together with their spectroscopic (NMR, IR) and single-crystal XRD characterization data. Solid-state H-bond interactions are the likely strong drivers for their formation, and these are described in detail. H-bond networks present in co-crystal 1 include C22(16), R22(8), and R66(36) whilst zwitterionic pentaboron derivative 2 has three R22(8) intermolecular H-bond interactions and the Et2NH- group is involved in a S(7) intramolecular H-bond. Thermal (TGA/DSC) data are also reported for 1 which thermally decomposes to B2O3, in a multistage process: dehydration (60–70 °C) and oxidation and further dehydration (90–700 °C).
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Accepted/In Press date: 28 April 2022
e-pub ahead of print date: 2 May 2022
Published date: 1 September 2022
Additional Information:
Funding Information:
We thank the EPSRC for the NCS X-ray crystallographic service (Southampton).
Publisher Copyright:
© 2022 The Authors
Copyright:
Copyright 2022 Elsevier B.V., All rights reserved.
Keywords:
Boric acid, Co-crystallization, H-bonding, Oxidoboron, Self-assembly, Templated synthesis, XRD, Zwitterion
Identifiers
Local EPrints ID: 458047
URI: http://eprints.soton.ac.uk/id/eprint/458047
ISSN: 0020-1693
PURE UUID: 825c635b-d752-4294-93a1-5ef457eee36e
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Date deposited: 27 Jun 2022 17:08
Last modified: 18 Mar 2024 02:51
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Contributors
Author:
Mohammed A. Altahan
Author:
Michael A. Beckett
Author:
Peter N. Horton
Author:
Charlotte L. Jones
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