Potassium-alkyl magnesiates: synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates

Sharon E. Baillie; Tobias D. Bluemke; William Clegg; Alan R. Kennedy; Jan Klett; Luca Russo; Marco De Tullio; Eva Hevia

doi:10.1039/C4CC05305B

Potassium-alkyl magnesiates: synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates

Sharon E. Baillie, Tobias D. Bluemke, William Clegg, Alan R. Kennedy, Jan Klett, Luca Russo, Marco De Tullio, Eva Hevia

Pure And Applied Chemistry

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Abstract

Using structurally well-defined dipotassium- tetra(alkyl)magnesiates, a new straightforward methodology to promote regioselective Mg-H exchange reactions of a wide range of aromatic and heteroaromatic substrates is disclosed. Contacted ion pair intermediates are likely to be involved, with K being the key to facilitate the magnesiation processes.

Original language	English
Pages (from-to)	12859-12862
Number of pages	4
Journal	Chemical Communications
Volume	50
Early online date	3 Sept 2014
DOIs	https://doi.org/10.1039/C4CC05305B
Publication status	Published - 3 Sept 2014

Keywords

dipotassium-tetra(alkyl)magnesiates
Mg–H exchange reactions
heteroaromatic substrates

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10.1039/C4CC05305B

Baillie-etal-CC2014-potassium-alkyl-magnesiatesAccepted author manuscript, 868 KB

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title = "Potassium-alkyl magnesiates: synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates",

abstract = "Using structurally well-defined dipotassium- tetra(alkyl)magnesiates, a new straightforward methodology to promote regioselective Mg-H exchange reactions of a wide range of aromatic and heteroaromatic substrates is disclosed. Contacted ion pair intermediates are likely to be involved, with K being the key to facilitate the magnesiation processes.",

keywords = "dipotassium-tetra(alkyl)magnesiates, Mg–H exchange reactions, heteroaromatic substrates",

author = "Baillie, \{Sharon E.\} and Bluemke, \{Tobias D.\} and William Clegg and Kennedy, \{Alan R.\} and Jan Klett and Luca Russo and \{De Tullio\}, Marco and Eva Hevia",

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language = "English",

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T1 - Potassium-alkyl magnesiates

T2 - synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates

AU - Baillie, Sharon E.

AU - Bluemke, Tobias D.

AU - Clegg, William

AU - Kennedy, Alan R.

AU - Klett, Jan

AU - Russo, Luca

AU - De Tullio, Marco

AU - Hevia, Eva

PY - 2014/9/3

Y1 - 2014/9/3

N2 - Using structurally well-defined dipotassium- tetra(alkyl)magnesiates, a new straightforward methodology to promote regioselective Mg-H exchange reactions of a wide range of aromatic and heteroaromatic substrates is disclosed. Contacted ion pair intermediates are likely to be involved, with K being the key to facilitate the magnesiation processes.

AB - Using structurally well-defined dipotassium- tetra(alkyl)magnesiates, a new straightforward methodology to promote regioselective Mg-H exchange reactions of a wide range of aromatic and heteroaromatic substrates is disclosed. Contacted ion pair intermediates are likely to be involved, with K being the key to facilitate the magnesiation processes.

KW - dipotassium-tetra(alkyl)magnesiates

KW - Mg–H exchange reactions

KW - heteroaromatic substrates

UR - http://pubs.rsc.org/en/journals/journalissues/cc

U2 - 10.1039/C4CC05305B

DO - 10.1039/C4CC05305B

M3 - Article

SN - 1359-7345

VL - 50

SP - 12859

EP - 12862

JO - Chemical Communications

JF - Chemical Communications

ER -

Potassium-alkyl magnesiates: synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates

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Potassium-alkyl magnesiates: synthesis, structures and Mg-H exchange applications of aromatic and heterocyclic substrates

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