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Usage

Uses

Used in Organometallic Chemistry:
1,1'-Bis(phosphino)ferrocene is used as a ligand for stabilizing transition metal complexes. Its symmetric structure allows for the formation of stable and selective metal complexes, which are essential for a range of catalytic reactions.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, 1,1'-bis(phosphino)ferrocene is utilized as a ligand to create enantioselective catalysts. These catalysts are vital for producing chiral compounds with specific three-dimensional arrangements, which are crucial in pharmaceuticals and agrochemicals.
Used in Materials Science:
1,1'-Bis(phosphino)ferrocene is also used in materials science due to its unique properties. Its stability and reactivity make it suitable for developing new materials with tailored properties for various applications.
Used in Chemical Research:
In chemical research, 1,1'-bis(phosphino)ferrocene is a popular choice for studying the properties of organometallic compounds and their interactions with other molecules. This research contributes to the understanding of chemical reactions and the development of new synthetic methods.

Upstream product

• 7732-18-5 water 
• 16853-85-3 lithium aluminium tetrahydride 
• 399043-68-6 1,1'-ferrocenyl-bis(diethylphosphonate) 
• 911141-76-9 1,1'-ferrocenediyl bis(dibromophosphane) 

Downstream Products

• 866394-07-2 (S,S)-f-binaphane 

Relevant academic research and scientific papers

'User-friendly' primary phosphines and an arsine: Synthesis and characterization of new air-stable ligands incorporating the ferrocenyl group

Reaction of FcCH2CH2P(O)(OH)2 or FcCH2P(O)(OH)(OEt) [Fc = FcCH2CH2PH2 and the previously reported analogue FcCH2PH2 in high yields. Reduction of 1,1′-Fc'[CH'2P(O)(OEt)2][Fc' = Fe(η5-C5H4)2] and 1,2-Fc″[CH2P(O)(OEt)2] [Fc″ = Fe(η5 -C5H5) (η5-C5H3)] similarly gives the new primary phosphines 1,1′-Fc'(CH2PH2)2 and 1,2-Fc″ (CH2PH2)2, respectively. The arsine FcCH2CH2AsH2, which is also air-stable, has been prepared by reduction of the arsonic acid FcCH2CH2As(O)(OH)2 using Zn/HCl. An X-ray structure has been carried out on the arsine, which is only the second structure determination of a free primary arsine. The molybdenum carbonyl complex [1,2-Fc″(CH2PH2)2Mo(CO)4] was prepared by reaction of the phosphine with [Mo(CO)4(pip)2] (pip = piperidine), and characterized by a preliminary X-ray structure determination. However, the same reaction of 1,1′-Fc'(CH2PH2)2 with [Mo(CO)4(pip)2] gave [1,1′-Fc'(CH2PH2)2Mo(CO)4] and the dimer [1,1′-Fc'(CH2PH2)2Mo(CO)4] 2, characterized by electrospray mass spectrometry. 1,1′-Fc'[CH2PH2Mo(CO)5]2 and 1,2-Fc″[CH2PH2Mo(CO)5]2 were likewise prepared from the phosphines and excess [Mo(CO)5(THF)].

Structural Variety of Iron Carbonyl Clusters Featuring Ferrocenylphosphines

The reaction chemistry of Fe2(CO)9 (10) with ferrocenenyl dichlorophosphines of different substitution is discussed. Single FcPCl2, (5) as well as 1,1’- (6) and 1,2- (9) difunctionalized phosphines were used, of which 6 and 9, were prepared in a novel straightforward synthetic process. Substrate 5 gave butterfly-shaped Fe2(CO)6(μ2-Cl)(μ2-PFcCl) and Fe2(CO)6(μ2-PFcR1)(μ2-PFcR2) (R1, R2=Cl, H). In addition, nido-Fe3(CO)10(μ3-PFc) and nido-Fe3(CO)9(μ3-PFc)2 were obtained. 1,1’-Functionalized 6 bridges both ends of the Fe2(CO)6 entity. Therein, the so far smallest non-binding P???P distance (2.7674(12) ?) between both 1,1’-substituents is observed. Additionally, an ‘organometallic octabisvalene’, containing two [2]ferrocenophane entities was obtained. The eight-membered cyclic structure is twisted by 35.31(9)° regarding their ferrocenyl axis. Usage of 1,2-(PCl2)2 functionalized 9 produced two isomers of a P?P connected dimer, which coordinates towards two independent Fe2(CO)6 fragments in a novel μ,μ’,κ8 or bis(μ,κ4) fashion, resulting in a meso isomer with a planar core, and a racem mixture, possessing a pocket-type structure. The latter shows the so far shortest observed P???P distance of 2.950(7) ? between two ortho P atoms of a ferrocenyl backbone. The results confirm that the geometric properties of ferrocenyls featuring 1,1’- and 1,2-substitution patterns are not comparable with phenyl-based analogues. X-ray single crystal solid state structures, and DFT calculations were carried out.

The homologous series of 1,1′-ferrocenylenebisdihalophosphanes (C5H4PX2)2Fe (X = F, Cl, Br, I): Precursors for the first metallocene bridged bisphosphaalkene

A facile synthetic access to the homologous series of 1,1′- ferrocenylene bisdihalophosphanes Fc′(PX2)2 (X = F, Cl, Br, I; Fc′ = 1,1′-ferrocenediyl = ferrocenylene = -C 5H4FeC5H4-) is reported. The 31P NMR spectroscopic data of this series suggest a similar electronic interaction of the -PX2 unit with the ferrocene system as in monofunctional ferrocenyldihalophosphanes. Crystal structures for Fc′(PCl2)2 and Fc′(PBr2) 2 reveal that the nature of the halogen atom within the phosphane unit strongly influences the twist angle of the ferrocene system, while leaving the other structural parameters mostly unaffected. Based on these bisdihalophosphanes, a synthetic access to the first metallocene bridged bisphosphaalkene ((C5H4PC(t-Bu)OTMS)2Fe) is reported in which the tert-butyl substituents provide sufficient steric pressure to control the E/Z isomeric ratio which leads to the almost exclusive formation of the most stable Z,Z isomer out of the three possible isomers. The Royal Society of Chemistry 2006.

Cyclopentadienyl tantalum(V) complexes with primary and secondary ferrocenylphosphine ligands

The reaction of [Cp*TaCl4] (1a, Cp* = C 5Me5) or [Cp′TaCl4(THF)] (1b, Cp′ = C5MeH4) with PH2Fc [Fc = Fe(η5- C5H5)(η5-C5Hsu

Chiral phospholanes via chiral 1,4-diol cyclic sulfates

This invention relates to novel chiral 1,4-diol cyclic sulfates and their use as precursors in the preparation of chiral phospholane ligands, and chiral complexes useful as catalysts for carrying out enantioselective reactions.