Beyond Dehydrocoupling: Group 2 Mediated Boron-Nitrogen Desilacoupling

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

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

31 Citations (Scopus)

Abstract

The alkaline-earth element bis(trimethylsilyl)amides, [Ae{N(SiMe₃)₂}₂(thf)₂] [Ae=Mg, Ca, Sr], are effective precatalysts 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
DOIs	https://doi.org/10.1002/anie.201507004
Publication status	Published - 7 Dec 2015
Externally published	Yes

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title = "Beyond Dehydrocoupling: Group 2 Mediated Boron-Nitrogen Desilacoupling",

abstract = "The alkaline-earth element bis(trimethylsilyl)amides, [Ae\{N(SiMe3)2\}2(thf)2] [Ae=Mg, Ca, Sr], are effective precatalysts 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.",

keywords = "calcium, dehydrocoupling, desilacoupling, magnesium, strontium",

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

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year = "2015",

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doi = "10.1002/anie.201507004",

language = "English",

volume = "54",

pages = "15280--15283",

journal = "Angewandte Chemie - International Edition",

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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-Köhn, Gabriele

AU - Mahon, Mary F.

PY - 2015/12/7

Y1 - 2015/12/7

N2 - The alkaline-earth element bis(trimethylsilyl)amides, [Ae{N(SiMe3)2}2(thf)2] [Ae=Mg, Ca, Sr], are effective precatalysts 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 element bis(trimethylsilyl)amides, [Ae{N(SiMe3)2}2(thf)2] [Ae=Mg, Ca, Sr], are effective precatalysts 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.

KW - calcium

KW - dehydrocoupling

KW - desilacoupling

KW - magnesium

KW - strontium

UR - https://www.scopus.com/pages/publications/84955194131

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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