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?-bonding in B-O ring species: Lewis acidity of Me3B3O3, synthesis of amine Me3B3O3 adducts, and the crystal and molecular structure of Me3B3O3.NH2iBu.MeB(OH)(2)

?-bonding in B-O ring species: Lewis acidity of Me3B3O3, synthesis of amine Me3B3O3 adducts, and the crystal and molecular structure of Me3B3O3.NH2iBu.MeB(OH)(2)
?-bonding in B-O ring species: Lewis acidity of Me3B3O3, synthesis of amine Me3B3O3 adducts, and the crystal and molecular structure of Me3B3O3.NH2iBu.MeB(OH)(2)
The synthesis and characterisation (m.p., elemental analysis, IR, NMR) of some previously unreported Me3B3O3. L adducts (L=piperidine, isobutylamine, morpholine, 3-picoline, benzylamine) are described. The crystal and molecular structure of (Me3B3O3NH2Bu)-Bu-i . MeB(OH)(2) has been determined by a single-crystal X-ray diffraction study. The structure reveals an unusual H-bond interaction between MeB(OH)(2) and a ring O atom of the six-membered B3O3 ring of the trimethylboroxine adduct, Me3B3O3. (NH2Bu)-Bu-i. The direction of the H-bond strongly suggests sp(2) hybridisation for this O atom. The Lewis acidity of Me3B3O3, Ph3B3O3, 1,3,5-Ph3B3N3Me3 and 1,3,5-Ph3C6H3 have been estimated by Gutmann's method and data interpreted in terms of relative K-bonding strength within these ring systems.
boron, boroxine, lewis acidity, x-ray structure
0022-328X
7-11
Beckett, Michael A.
5b021ef6-fa5c-4f6d-9998-3313558f0dc1
Brassington, David S.
6193d7dc-ab15-4623-b26a-8b088310d796
Owen, Paul
2d5ad408-70df-47a6-b8c6-85c661092a34
Hursthouse, Michael B.
a65b4d35-2ea0-47e7-938a-d744f4d9ba28
Light, Mark E.
13b5eb33-3114-4fb7-8500-90ce69e9933c
Malik, K. M. Abdul
0c092b02-c542-40b3-9c92-f5bf757e7f2a
Varma, K. Sukumar
a6c58cf1-503a-41ab-8021-aa982e388712
Beckett, Michael A.
5b021ef6-fa5c-4f6d-9998-3313558f0dc1
Brassington, David S.
6193d7dc-ab15-4623-b26a-8b088310d796
Owen, Paul
2d5ad408-70df-47a6-b8c6-85c661092a34
Hursthouse, Michael B.
a65b4d35-2ea0-47e7-938a-d744f4d9ba28
Light, Mark E.
13b5eb33-3114-4fb7-8500-90ce69e9933c
Malik, K. M. Abdul
0c092b02-c542-40b3-9c92-f5bf757e7f2a
Varma, K. Sukumar
a6c58cf1-503a-41ab-8021-aa982e388712

Beckett, Michael A., Brassington, David S., Owen, Paul, Hursthouse, Michael B., Light, Mark E., Malik, K. M. Abdul and Varma, K. Sukumar (1999) ?-bonding in B-O ring species: Lewis acidity of Me3B3O3, synthesis of amine Me3B3O3 adducts, and the crystal and molecular structure of Me3B3O3.NH2iBu.MeB(OH)(2). Journal of Organometallic Chemistry, 585 (1), 7-11. (doi:10.1016/S0022-328X(99)00182-5).

Record type: Article

Abstract

The synthesis and characterisation (m.p., elemental analysis, IR, NMR) of some previously unreported Me3B3O3. L adducts (L=piperidine, isobutylamine, morpholine, 3-picoline, benzylamine) are described. The crystal and molecular structure of (Me3B3O3NH2Bu)-Bu-i . MeB(OH)(2) has been determined by a single-crystal X-ray diffraction study. The structure reveals an unusual H-bond interaction between MeB(OH)(2) and a ring O atom of the six-membered B3O3 ring of the trimethylboroxine adduct, Me3B3O3. (NH2Bu)-Bu-i. The direction of the H-bond strongly suggests sp(2) hybridisation for this O atom. The Lewis acidity of Me3B3O3, Ph3B3O3, 1,3,5-Ph3B3N3Me3 and 1,3,5-Ph3C6H3 have been estimated by Gutmann's method and data interpreted in terms of relative K-bonding strength within these ring systems.

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Published date: 1999
Keywords: boron, boroxine, lewis acidity, x-ray structure

Identifiers

Local EPrints ID: 39133
URI: http://eprints.soton.ac.uk/id/eprint/39133
ISSN: 0022-328X
PURE UUID: cc078e30-cc0d-4975-a6d3-22b622df6268

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Date deposited: 18 Jul 2006
Last modified: 15 Jul 2019 19:01

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Contributors

Author: Michael A. Beckett
Author: David S. Brassington
Author: Paul Owen
Author: Michael B. Hursthouse
Author: Mark E. Light
Author: K. M. Abdul Malik
Author: K. Sukumar Varma

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