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1,1′,2,2′-tetralithioferrocene and 1,1′,2,2′,3,3′-hexalithioferrocene: useful additions to ferrocene precursor compounds

1,1′,2,2′-tetralithioferrocene and 1,1′,2,2′,3,3′-hexalithioferrocene: useful additions to ferrocene precursor compounds
1,1′,2,2′-tetralithioferrocene and 1,1′,2,2′,3,3′-hexalithioferrocene: useful additions to ferrocene precursor compounds
The direct synthesis of 1,1′,2,2′-tetralithioferrocene from1,1,2,2tetrabromoferrocene is reported. In addition, the related 1,1′,2,2′,3,3′-hexalithioferrocene is also described, prepared directly from 1,1′,2,2′,3,3′-hexabromoferrocene. These lithioferrocenes may be isolated as orange red (tetralithio) and red (hexalithio) powders, respectively. When these are prepared in situ and reacted with chlorotrimethylsilane, the corresponding 1,1′,2,2-tetrakis(trimethylsilyl)ferrocene and 1,1′,2,2′,3,3′′-hexakis(trimethylsilyl)ferrocene are obtained as red and crimson crystalline solids, respectively. The single-crystal structures of 1,1′,2,2′-tetrakis(trimethylsilyl)ferrocene (11) and 1,1′,2,2,3,3′-hexakis(trimethylsilyl)ferrocene (12) have been determined and are described.
ethers, ethyl groups, lithiation, reagents, solvents
0276-7333
600-606
Butler, Ian R.
a3e83fb2-442a-47c7-95c8-756a9a5e9f79
Evans, Daniel M.
097189a5-9c0b-4774-a48a-3a04e02c6f07
Horton, Peter
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Murphy, Patrick J.
5ab567ae-c42c-44d4-8ae4-8b376cf2e6e6
Butler, Ian R.
a3e83fb2-442a-47c7-95c8-756a9a5e9f79
Evans, Daniel M.
097189a5-9c0b-4774-a48a-3a04e02c6f07
Horton, Peter
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Murphy, Patrick J.
5ab567ae-c42c-44d4-8ae4-8b376cf2e6e6

Butler, Ian R., Evans, Daniel M., Horton, Peter, Coles, Simon J. and Murphy, Patrick J. (2021) 1,1′,2,2′-tetralithioferrocene and 1,1′,2,2′,3,3′-hexalithioferrocene: useful additions to ferrocene precursor compounds. Organometallics, 40 (5), 600-606. (doi:10.1021/acs.organomet.0c00702).

Record type: Article

Abstract

The direct synthesis of 1,1′,2,2′-tetralithioferrocene from1,1,2,2tetrabromoferrocene is reported. In addition, the related 1,1′,2,2′,3,3′-hexalithioferrocene is also described, prepared directly from 1,1′,2,2′,3,3′-hexabromoferrocene. These lithioferrocenes may be isolated as orange red (tetralithio) and red (hexalithio) powders, respectively. When these are prepared in situ and reacted with chlorotrimethylsilane, the corresponding 1,1′,2,2-tetrakis(trimethylsilyl)ferrocene and 1,1′,2,2′,3,3′′-hexakis(trimethylsilyl)ferrocene are obtained as red and crimson crystalline solids, respectively. The single-crystal structures of 1,1′,2,2′-tetrakis(trimethylsilyl)ferrocene (11) and 1,1′,2,2,3,3′-hexakis(trimethylsilyl)ferrocene (12) have been determined and are described.

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Accepted/In Press date: 24 February 2021
e-pub ahead of print date: 24 February 2021
Keywords: ethers, ethyl groups, lithiation, reagents, solvents

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Local EPrints ID: 447872
URI: http://eprints.soton.ac.uk/id/eprint/447872
ISSN: 0276-7333
PURE UUID: 25467a35-3db1-48af-84d7-2b939cbe8107
ORCID for Peter Horton: ORCID iD orcid.org/0000-0001-8886-2016
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 25 Mar 2021 18:07
Last modified: 01 May 2021 01:37

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Author: Ian R. Butler
Author: Daniel M. Evans
Author: Peter Horton ORCID iD
Author: Simon J. Coles ORCID iD
Author: Patrick J. Murphy

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