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A rapid general synthesis and the spectroscopic data of 2,2′-Bis-(di-isopropylphosphino)-1,1′-dibromoferrocene, (bpdbf), 1,1′,2,2′-tetrakis-(di-isopropylphosphino) ferrocene, (tdipf) and related ligands: taking dppf into the future

A rapid general synthesis and the spectroscopic data of 2,2′-Bis-(di-isopropylphosphino)-1,1′-dibromoferrocene, (bpdbf), 1,1′,2,2′-tetrakis-(di-isopropylphosphino) ferrocene, (tdipf) and related ligands: taking dppf into the future
A rapid general synthesis and the spectroscopic data of 2,2′-Bis-(di-isopropylphosphino)-1,1′-dibromoferrocene, (bpdbf), 1,1′,2,2′-tetrakis-(di-isopropylphosphino) ferrocene, (tdipf) and related ligands: taking dppf into the future
In this paper, the clean high yielding, synthesis, and structure of the tetraphosphine ligand, 1,1′,2,2′-tetrakis-(di-isopropyl-phosphino)ferrocene, (tdipf), is described. In addition, improved synthesis methods for 1,1′,2,2′
tetrakis(diphenylphosphino)ferrocene, (tppf), and 2,2′-bis-(diphenylphosphino)-1,1′-dibromoferrocene are also reported, and the synthetic method is generalised to include the synthesis of 3,3′-bis-(diphenylphosphino)-1,1′,2,2′-tetrabromoferrocene. The related ligands 2,2′-bis-(iso-propylphosphino)-1,1′-bis-diphenylphosphinoferrocene (diprdppf) and 2,2′-bis-(di-isopropylphosphino)-dibromoferrocene have also been prepared and characterised. The crystal structure of the square planar bimetallic nickel (II) dichloride of tdipf is also described, together with a brief NMR study investigating the synthesis of this and related metal complexes. The crystal structures of the palladium and platinum dichloride complexes of 2,2′-bis-(di-isopropylphosphino)-1,1′-dibromoferrocene, bpdbf, are also discussed in the context of comparison with previously known crystal structures in the same general family. A general discussion on the synthetic methodology is given, along with indications for future research that other researchers might explore.
2304-6740
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Clegg, William
5b1994af-8799-4402-9c01-8479959de00b
Harrington, Ross W.
01d1f0bc-fc3e-43ae-a087-6cce0278128e
Butler, Ian R.
a3e83fb2-442a-47c7-95c8-756a9a5e9f79
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Clegg, William
5b1994af-8799-4402-9c01-8479959de00b
Harrington, Ross W.
01d1f0bc-fc3e-43ae-a087-6cce0278128e
Butler, Ian R.
a3e83fb2-442a-47c7-95c8-756a9a5e9f79

Horton, Peter N., Coles, Simon J., Clegg, William, Harrington, Ross W. and Butler, Ian R. (2025) A rapid general synthesis and the spectroscopic data of 2,2′-Bis-(di-isopropylphosphino)-1,1′-dibromoferrocene, (bpdbf), 1,1′,2,2′-tetrakis-(di-isopropylphosphino) ferrocene, (tdipf) and related ligands: taking dppf into the future. Inorganics, 13 (1), [10]. (doi:10.3390/inorganics13010010).

Record type: Article

Abstract

In this paper, the clean high yielding, synthesis, and structure of the tetraphosphine ligand, 1,1′,2,2′-tetrakis-(di-isopropyl-phosphino)ferrocene, (tdipf), is described. In addition, improved synthesis methods for 1,1′,2,2′
tetrakis(diphenylphosphino)ferrocene, (tppf), and 2,2′-bis-(diphenylphosphino)-1,1′-dibromoferrocene are also reported, and the synthetic method is generalised to include the synthesis of 3,3′-bis-(diphenylphosphino)-1,1′,2,2′-tetrabromoferrocene. The related ligands 2,2′-bis-(iso-propylphosphino)-1,1′-bis-diphenylphosphinoferrocene (diprdppf) and 2,2′-bis-(di-isopropylphosphino)-dibromoferrocene have also been prepared and characterised. The crystal structure of the square planar bimetallic nickel (II) dichloride of tdipf is also described, together with a brief NMR study investigating the synthesis of this and related metal complexes. The crystal structures of the palladium and platinum dichloride complexes of 2,2′-bis-(di-isopropylphosphino)-1,1′-dibromoferrocene, bpdbf, are also discussed in the context of comparison with previously known crystal structures in the same general family. A general discussion on the synthetic methodology is given, along with indications for future research that other researchers might explore.

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Accepted/In Press date: 23 December 2024
Published date: 2 January 2025

Identifiers

Local EPrints ID: 498137
URI: http://eprints.soton.ac.uk/id/eprint/498137
ISSN: 2304-6740
PURE UUID: d3b6b5ad-726d-4baf-822b-14884b5f84a0
ORCID for Peter N. 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: 11 Feb 2025 17:31
Last modified: 22 Aug 2025 01:46

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Contributors

Author: Peter N. Horton ORCID iD
Author: Simon J. Coles ORCID iD
Author: William Clegg
Author: Ross W. Harrington
Author: Ian R. Butler

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