Beyond dehydrocoupling: group 2 mediated boron-nitrogen desilacoupling

David J. Liptrot; Merle Arrowsmith; Annie L. Colebatch; Terrance  J. Hadlington; Michael S. Hill; Gabriele Kociok-Kohn; Mary F. Mahon

doi:10.1002/anie.201507004

Beyond dehydrocoupling: group 2 mediated boron-nitrogen desilacoupling

David J. Liptrot, Merle Arrowsmith, Annie L. Colebatch, Terrance J. Hadlington, Michael S. Hill, Gabriele Kociok-Kohn, Mary F. Mahon

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

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Abstract

The alkaline earth bis(trimethylsilyl)amides, [Ae{N(SiMe3)2}2(THF)2] [Ae = Mg, Ca, Sr], are effective pre-catalysts for boron-nitrogen bond formation through the desilacoupling of amines, RR’NH (R = alkyl, aryl; R′ = H, alkyl, aryl), and pinBSiMe2Ph. This reactivity also yields a stoichiometric quantity of Me2PhSiH and provides the first example of a catalytic main group element-element coupling that is not dependent on the concurrent elimination of H2.

Original language	English
Pages (from-to)	15280-15283
Number of pages	4
Journal	Angewandte Chemie International Edition
Volume	54
Issue number	50
Early online date	16 Oct 2015
DOIs	https://doi.org/10.1002/anie.201507004
Publication status	Published - 7 Dec 2015

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10.1002/anie.201507004

Beyond dehydrocoupling_accepted.pdf
This is the accepted version of the following article: Hill, M 2015, 'Beyond Dehydrocoupling: Group 2 Mediated Boron-Nitrogen Desilacoupling' Angewandte Chemie-International Edition, which has been published in final form at http://dx.doi.org/10.1002/anie.201507004.
Accepted author manuscript, 937 KB

Group 2: Elements of 21st Century Catalysis
Hill, M. (PI)
Engineering and Physical Sciences Research Council
23/05/11 → 31/03/15
Project: Research council

Michael Hill
- M.S.Hillbath.acuk
Person: Research & Teaching
David Liptrot
- D.J.Liptrotbath.acuk
- Department of Chemistry - Senior Lecturer & Royal Society University Research Fellow
- Centre for Sustainable and Circular Technologies (CSCT)
- Institute of Sustainability and Climate Change
- IAAPS: Propulsion and Mobility
Person: Research & Teaching, Core staff, Affiliate staff

MC2- Nuclear Magnetic Resonance (NMR)
Material and Chemical Characterisation (MC2)
Facility/equipment: Technology type
MC2- X-ray diffraction (XRD)
Material and Chemical Characterisation (MC2)
Facility/equipment: Technology type

Cite this

@article{54123d1261194fe6b880eb4ffb8fa4ee,

title = "Beyond dehydrocoupling: group 2 mediated boron-nitrogen desilacoupling",

abstract = "The alkaline earth bis(trimethylsilyl)amides, [Ae{N(SiMe3)2}2(THF)2] [Ae = Mg, Ca, Sr], are effective pre-catalysts for boron-nitrogen bond formation through the desilacoupling of amines, RR{\textquoteright}NH (R = alkyl, aryl; R′ = H, alkyl, aryl), and pinBSiMe2Ph. This reactivity also yields a stoichiometric quantity of Me2PhSiH and provides the first example of a catalytic main group element-element coupling that is not dependent on the concurrent elimination of H2.",

author = "Liptrot, {David J.} and Merle Arrowsmith and Colebatch, {Annie L.} and Hadlington, {Terrance J.} and Hill, {Michael S.} and Gabriele Kociok-Kohn and Mahon, {Mary F.}",

year = "2015",

month = dec,

day = "7",

doi = "10.1002/anie.201507004",

language = "English",

volume = "54",

pages = "15280--15283",

journal = "Angewandte Chemie International Edition",

issn = "1433-7851",

publisher = "WILEY-V C H VERLAG GMBH",

number = "50",

}

TY - JOUR

T1 - Beyond dehydrocoupling

T2 - group 2 mediated boron-nitrogen desilacoupling

AU - Liptrot, David J.

AU - Arrowsmith, Merle

AU - Colebatch, Annie L.

AU - Hadlington, Terrance J.

AU - Hill, Michael S.

AU - Kociok-Kohn, Gabriele

AU - Mahon, Mary F.

PY - 2015/12/7

Y1 - 2015/12/7

N2 - The alkaline earth bis(trimethylsilyl)amides, [Ae{N(SiMe3)2}2(THF)2] [Ae = Mg, Ca, Sr], are effective pre-catalysts for boron-nitrogen bond formation through the desilacoupling of amines, RR’NH (R = alkyl, aryl; R′ = H, alkyl, aryl), and pinBSiMe2Ph. This reactivity also yields a stoichiometric quantity of Me2PhSiH and provides the first example of a catalytic main group element-element coupling that is not dependent on the concurrent elimination of H2.

AB - The alkaline earth bis(trimethylsilyl)amides, [Ae{N(SiMe3)2}2(THF)2] [Ae = Mg, Ca, Sr], are effective pre-catalysts for boron-nitrogen bond formation through the desilacoupling of amines, RR’NH (R = alkyl, aryl; R′ = H, alkyl, aryl), and pinBSiMe2Ph. This reactivity also yields a stoichiometric quantity of Me2PhSiH and provides the first example of a catalytic main group element-element coupling that is not dependent on the concurrent elimination of H2.

U2 - 10.1002/anie.201507004

DO - 10.1002/anie.201507004

M3 - Article

SN - 1433-7851

VL - 54

SP - 15280

EP - 15283

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

IS - 50

ER -

Beyond dehydrocoupling: group 2 mediated boron-nitrogen desilacoupling

Abstract

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Projects

Group 2: Elements of 21st Century Catalysis

Profiles

Michael Hill

David Liptrot

Equipment

MC2- Nuclear Magnetic Resonance (NMR)

MC2- X-ray diffraction (XRD)

Cite this