Recent advances in the generation of non-racemic ferrocene derivatives and their application to asymmetric synthesis

Richards, Christopher J.; Locke, Andrew J.

doi:10.1016/s0957-4166(98)00251-1

Cited by 455 publications

(142 citation statements)

References 119 publications

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“…The Au-Cl bond length of 2.2843(10) Å is normal and compares well with those found in similar phosphine ferrocene complexes such as [Au 2 Cl 2 (dppf )]. [32] The reaction of the ligand L1 with [Cu(NCMe) 4 ]PF 6 in a 2:1 molar ratio gives the tetra-coordinated complex [Cu(L1) 2 ]PF 6 (3) as an air-and moisture-stable yellow solid (Scheme 3). The IR spectrum shows the absorption for the PF 6 anion at ν = 841 cm -1 (s).…”

Section: Reactivity Of L1mentioning

confidence: 99%

“…These functionalized ferrocene derivatives and their metal complexes represent an important topic of research in many fields such as organic synthesis, catalysis, asymmetric catalysis, materials chemistry, and in medicine as antimalarial or antitumor agents. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16] In particular, ferrocenyl phosphines have been studied thoroughly, as represented by the well-known 1,1′-bis(diphenylphosphino)ferrocene (dppf ). [1] Some of us have described the formation of several amidephosphines containing ferrocene units, studied their coordination chemistry, [17,18] and also showed that some gold and silver complexes are active as antitumor agents.…”

Section: Introductionmentioning

confidence: 99%

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Group 11 Metal Complexes with Unsymmetrical Bifunctional Ferrocene Ligands

et al. 2016

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Abstract:The reactions of two unsymmetrical P^N (L1) and P^P (L2) ferrocene (Fc) ligands towards group 11 metal complexes were studied. Ligand L1 shows different behavior with the three metals. Gold forms mononuclear derivatives with the metal center coordinated to the phosphorus atom, whereas the reactions with silver(I) or copper(I) complexes afford mononuclear or dinuclear compounds in which both donor atoms, phosphorus and nitrogen, are involved in the coordination to the metal center. The reactions of the diphosphine ligand

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Section: Reactivity Of L1mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Group 11 Metal Complexes with Unsymmetrical Bifunctional Ferrocene Ligands

et al. 2016

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“…Ligands of this type have been employed by many groups, including our own, in numerous metal-catalysed transformations [113] giving excellent results in palladium-catalysed allylic substitution, [114] the asymmetric Heck reaction (Scheme 23) [115] and the transfer hydrogenation of ketones, [116] Scheme 24, Table 31.…”

Section: Reviewmentioning

confidence: 99%

The Development of Bidentate P,N Ligands for Asymmetric Catalysis

2004

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In this review, an attempt is made to systemise the ro √ le which bidentate phosphinamine (P,N) ligands play in asymmetric catalysis. The ligands will be classified, not by the reaction to which their metal complexes have been applied, but by the nature of their donor atoms. In this manner the development of ligand architectural design can be more easily monitored. The asymmetric transformations to which metal complexes of these ligands have been applied include among others, palladium-catalysed allylic substitutions, copper-catalysed 1,4-additions to enones and rhodiumcatalysed hydroboration of vinylarenes. Excellent enantioselectivities, regioselectivities and reactivities have been achieved in each of these processes.

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“…Recently, PPFA (shown in Scheme 1), a ferrocene-based chiral phosphorus intermediate, has been widely applied in the designing and synthesizing of chiral ligands due to its diversity in ligand preparation [10,11]. Very recently, N-heterocycles contained ferrocene-based chiral phosphorus ligands, which can be synthesized from PPFA [12], have exhibited excellent enantioselectivities and catalytic activities in enantioselective catalysis [13]. In order to synthesize a series of ferrocene-based chiral phosphorus ligands containing N-heterocycles, we prepared 1-{(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}-benzimidazole (DPFEB).…”

Section: Introductionmentioning

confidence: 99%

Synthesize, crystal structure, heat capacities and thermodynamic properties of a potential enantioselective catalyst

Zeng

Cao

et al. 2011

J Therm Anal Calorim

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A new potential enantioselective catalyst derived from ferrocene, 1-{(R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}-benzimidazole (DPFEB), was prepared and its absolute structure was characterized by means of single crystal X-ray diffraction. The molar heat capacity of DPFEB was measured by means of temperature modulated differential scanning calorimetry over the temperature range of 200-530 K, and the thermodynamic functions of [H T -H 298.15 ] and [S T -S 298.15 ] were calculated. Further more, thermogravimetry experiment revealed that DPFEB exhibited a three step thermal decomposition process with the final residual of 28.7%.

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Recent advances in the generation of non-racemic ferrocene derivatives and their application to asymmetric synthesis

Cited by 455 publications

References 119 publications

Group 11 Metal Complexes with Unsymmetrical Bifunctional Ferrocene Ligands

Group 11 Metal Complexes with Unsymmetrical Bifunctional Ferrocene Ligands

The Development of Bidentate P,N Ligands for Asymmetric Catalysis

Synthesize, crystal structure, heat capacities and thermodynamic properties of a potential enantioselective catalyst

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