Bulky N-heterocyclic carbene and pyridine donor adducts of Co(II) bromide: Influence on reactivity of stoichiometry, sterics and donor capability

Katharine A. Smart; Antonia Vanbergen; Jan Lednik; Christina Y. Tang; Hassanatu B. Mansaray; Inke Siewert; Simon Aldridge

doi:10.1016/j.jorganchem.2013.05.020

Bulky N-heterocyclic carbene and pyridine donor adducts of Co(II) bromide: Influence on reactivity of stoichiometry, sterics and donor capability

Katharine A. Smart, Antonia Vanbergen, Jan Lednik, Christina Y. Tang, Hassanatu B. Mansaray, Inke Siewert, Simon Aldridge^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

18 Citations (Scopus)

Abstract

The reactivity of cobalt dibromide with the bulky N-heterocyclic carbenes IMes and IPr has been explored [IMes = N,N0-bis(2,4,6-trimethylphenyl)imidazol- 2-ylidene; IPr = N,N0-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], with the aim of generating synthetically versatile complexes of the types (NHC)CoBr ₂ and (NHC)₂CoBr₂. Differences between the two carbene systems illustrate the key role of ligand sterics in this synthetic approach, while the importance of donor strength is emphasized by comparative studies with the related sterically encumbered pyridine ligand 2,6-Mes ₂py. Thus, IMes and IPr are differentiated by the inability of the latter, bulkier, donor to form a 2:1 adduct, while 2,6-Mes₂py gives rise to CoeN bonds only in the presence of a suitable halide abstraction agent.

Original language	English
Pages (from-to)	33-39
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	741-742
Issue number	1
DOIs	https://doi.org/10.1016/j.jorganchem.2013.05.020
Publication status	Published - 1 Oct 2013

Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

User-Defined Keywords

Bulky ligands
Cobalt
N-Heterocyclic carbine
Pyridine

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10.1016/j.jorganchem.2013.05.020

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title = "Bulky N-heterocyclic carbene and pyridine donor adducts of Co(II) bromide: Influence on reactivity of stoichiometry, sterics and donor capability",

abstract = "The reactivity of cobalt dibromide with the bulky N-heterocyclic carbenes IMes and IPr has been explored [IMes = N,N0-bis(2,4,6-trimethylphenyl)imidazol- 2-ylidene; IPr = N,N0-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], with the aim of generating synthetically versatile complexes of the types (NHC)CoBr 2 and (NHC)2CoBr2. Differences between the two carbene systems illustrate the key role of ligand sterics in this synthetic approach, while the importance of donor strength is emphasized by comparative studies with the related sterically encumbered pyridine ligand 2,6-Mes 2py. Thus, IMes and IPr are differentiated by the inability of the latter, bulkier, donor to form a 2:1 adduct, while 2,6-Mes2py gives rise to CoeN bonds only in the presence of a suitable halide abstraction agent.",

keywords = "Bulky ligands, Cobalt, N-Heterocyclic carbine, Pyridine",

author = "Smart, {Katharine A.} and Antonia Vanbergen and Jan Lednik and Tang, {Christina Y.} and Mansaray, {Hassanatu B.} and Inke Siewert and Simon Aldridge",

year = "2013",

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doi = "10.1016/j.jorganchem.2013.05.020",

language = "English",

volume = "741-742",

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T1 - Bulky N-heterocyclic carbene and pyridine donor adducts of Co(II) bromide

T2 - Influence on reactivity of stoichiometry, sterics and donor capability

AU - Smart, Katharine A.

AU - Vanbergen, Antonia

AU - Lednik, Jan

AU - Tang, Christina Y.

AU - Mansaray, Hassanatu B.

AU - Siewert, Inke

AU - Aldridge, Simon

PY - 2013/10/1

Y1 - 2013/10/1

N2 - The reactivity of cobalt dibromide with the bulky N-heterocyclic carbenes IMes and IPr has been explored [IMes = N,N0-bis(2,4,6-trimethylphenyl)imidazol- 2-ylidene; IPr = N,N0-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], with the aim of generating synthetically versatile complexes of the types (NHC)CoBr 2 and (NHC)2CoBr2. Differences between the two carbene systems illustrate the key role of ligand sterics in this synthetic approach, while the importance of donor strength is emphasized by comparative studies with the related sterically encumbered pyridine ligand 2,6-Mes 2py. Thus, IMes and IPr are differentiated by the inability of the latter, bulkier, donor to form a 2:1 adduct, while 2,6-Mes2py gives rise to CoeN bonds only in the presence of a suitable halide abstraction agent.

AB - The reactivity of cobalt dibromide with the bulky N-heterocyclic carbenes IMes and IPr has been explored [IMes = N,N0-bis(2,4,6-trimethylphenyl)imidazol- 2-ylidene; IPr = N,N0-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], with the aim of generating synthetically versatile complexes of the types (NHC)CoBr 2 and (NHC)2CoBr2. Differences between the two carbene systems illustrate the key role of ligand sterics in this synthetic approach, while the importance of donor strength is emphasized by comparative studies with the related sterically encumbered pyridine ligand 2,6-Mes 2py. Thus, IMes and IPr are differentiated by the inability of the latter, bulkier, donor to form a 2:1 adduct, while 2,6-Mes2py gives rise to CoeN bonds only in the presence of a suitable halide abstraction agent.

KW - Bulky ligands

KW - Cobalt

KW - N-Heterocyclic carbine

KW - Pyridine

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DO - 10.1016/j.jorganchem.2013.05.020

M3 - Journal article

AN - SCOPUS:84884477690

SN - 0022-328X

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EP - 39

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IS - 1

ER -

Bulky N-heterocyclic carbene and pyridine donor adducts of Co(II) bromide: Influence on reactivity of stoichiometry, sterics and donor capability

Abstract

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