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Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]

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Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]. / Beckett, Michael; Coles, Simon; Horton, Peter N. et al.
In: Journal of Organometallic Chemistry, Vol. 865, 15.06.2018, p. 72-79.

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

HarvardHarvard

Beckett, M, Coles, S, Horton, PN, jones, C, Marshall, E & Perry, T 2018, 'Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]', Journal of Organometallic Chemistry, vol. 865, pp. 72-79. https://doi.org/10.1016/j.jorganchem.2018.01.012

APA

Beckett, M., Coles, S., Horton, P. N., jones, C., Marshall, E., & Perry, T. (2018). Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]. Journal of Organometallic Chemistry, 865, 72-79. https://doi.org/10.1016/j.jorganchem.2018.01.012

CBE

Beckett M, Coles S, Horton PN, jones C, Marshall E, Perry T. 2018. Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]. Journal of Organometallic Chemistry. 865:72-79. https://doi.org/10.1016/j.jorganchem.2018.01.012

MLA

Beckett, Michael et al. "Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]". Journal of Organometallic Chemistry. 2018, 865. 72-79. https://doi.org/10.1016/j.jorganchem.2018.01.012

VancouverVancouver

Beckett M, Coles S, Horton PN, jones C, Marshall E, Perry T. Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]. Journal of Organometallic Chemistry. 2018 Jun 15;865:72-79. Epub 2018 Jan 11. doi: 10.1016/j.jorganchem.2018.01.012

Author

Beckett, Michael ; Coles, Simon ; Horton, Peter N. et al. / Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]. In: Journal of Organometallic Chemistry. 2018 ; Vol. 865. pp. 72-79.

RIS

TY - JOUR

T1 - Amine adducts of (4-ClC6H4)3B3O3, Lewis acidity of triarylboroxines, and an XRD study on the related tetraphenylboroxinate(1-) salt, [C6H11NMe3][Ph4B3O3]

AU - Beckett, Michael

AU - Coles, Simon

AU - Horton, Peter N.

AU - jones, Charlotte

AU - Marshall, Elizabeth

AU - Perry, Thomas

PY - 2018/6/15

Y1 - 2018/6/15

N2 - The stoichiometric reactions of amines with tri(4-chlorophenyl)boroxine (CPB) led to the formation of adducts CPB.L {L = morpholine (1a), benzylamine (1b) cyclohexylamine (1c), 2-picoline (1d), 4-picoline (1e), piperidine (1f)} and (CPB)2.(4,4’-trimethylenedipiperidine) (1g). Compounds 1a-1g have been characterised by NMR (11B, 1H, 13C), IR spectroscopy and powder-XRD. VT 1H NMR spectra on 1a and 1d-1g were consistent with a ligand exchange/recombination process and activation energies of 49 – 58 kJmol-1 were obtained. The synthesis of [C6H11NMe3][Ph4B3O3] (2) from Ph2BOBPh2, PhB(OH)2 and [C6H11NMe3][OH] in a 1:4:2 ratio in MeOH/H2O is also reported. Compound 2 was characterized by thermal analysis (TGA/DSC), spectroscopy (IR, NMR) and 1a, 1b and 2 were further characterized by single-crystal XRD studies.

AB - The stoichiometric reactions of amines with tri(4-chlorophenyl)boroxine (CPB) led to the formation of adducts CPB.L {L = morpholine (1a), benzylamine (1b) cyclohexylamine (1c), 2-picoline (1d), 4-picoline (1e), piperidine (1f)} and (CPB)2.(4,4’-trimethylenedipiperidine) (1g). Compounds 1a-1g have been characterised by NMR (11B, 1H, 13C), IR spectroscopy and powder-XRD. VT 1H NMR spectra on 1a and 1d-1g were consistent with a ligand exchange/recombination process and activation energies of 49 – 58 kJmol-1 were obtained. The synthesis of [C6H11NMe3][Ph4B3O3] (2) from Ph2BOBPh2, PhB(OH)2 and [C6H11NMe3][OH] in a 1:4:2 ratio in MeOH/H2O is also reported. Compound 2 was characterized by thermal analysis (TGA/DSC), spectroscopy (IR, NMR) and 1a, 1b and 2 were further characterized by single-crystal XRD studies.

U2 - 10.1016/j.jorganchem.2018.01.012

DO - 10.1016/j.jorganchem.2018.01.012

M3 - Article

VL - 865

SP - 72

EP - 79

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

ER -